ES2651349T3 - Composiciones y métodos para la inhibición de la ruta JAK - Google Patents
Composiciones y métodos para la inhibición de la ruta JAK Download PDFInfo
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- ES2651349T3 ES2651349T3 ES06784727.7T ES06784727T ES2651349T3 ES 2651349 T3 ES2651349 T3 ES 2651349T3 ES 06784727 T ES06784727 T ES 06784727T ES 2651349 T3 ES2651349 T3 ES 2651349T3
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- pyrimidinediamine
- fluoro
- phenyl
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- aminosulfonylphenyl
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- A61K31/5375—1,4-Oxazines, e.g. morpholine
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- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
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Abstract
Un compuesto de la fórmula III:**Fórmula** o una sal farmacéuticamente aceptable del mismo; en la que: X se selecciona entre el grupo que consiste en metilo y flúor; R es hidrógeno; el anillo A es fenilo; p es 0, 1, 2 o 3; cada R2 se selecciona independientemente entre el grupo que consiste en alquilo C1-10, alquilo C1-10 sustituido, alcoxi, alcoxi sustituido y halo; cada uno de Z1, Z2 y Z3 es carbono; q es 0, 1, 2 o 3; cada R3 se selecciona independientemente entre el grupo que consiste en alquilo C1-10, alquilo C1-10 sustituido, alcoxi y alcoxi sustituido; R4 y R5 se seleccionan independientemente entre el grupo que consiste en hidrógeno, alquilo C1-10, alquilo C1-10 sustituido y acilo, o R4 y R5 junto con el átomo de nitrógeno enlazado al mismo, forma un heterociclilo C1-10 incluyendo 1-4 heteroátomos seleccionados entre el grupo que consiste en oxígeno, nitrógeno y azufre o heterociclilo C1-10 sustituido, incluyendo 1-4 heteroátomos seleccionados entre el grupo que consiste en oxígeno, nitrógeno y azufre; y -SO2NR4R5 es meta con respecto al grupo amino en la posición 2 de la pirimidina; en la que: "alquilo sustituido" se refiere a un grupo alquilo que de 1 a 5 hidrógenos reemplazados por sustituyentes seleccionados entre el grupo que consiste en alcoxi, acilo, acilamino, aciloxi, amino, aminocarbonilo, aminocarbonilamino, aminocarboniloxi, aminosulfonilo, aminosulfonilamino, arilo C6, carboxilo, carboxil éster, ciano, alquinilo C2-C6, halo, hidroxi, heteroarilo seleccionado entre piridinilo, pirimidinilo, pirazinilo, piridizinilo, triazina, pirrolilo, indolilo, tiofenilo y furanilo; "alcoxi" se refiere a los grupos -O-alquilo C1-C10 "Alcoxi sustituido" se refiere a los grupos -O-(alquilo C1-C10 sustituido); "acilo" se refiere a los grupos H-C(O)-, alquil C1-C10-C(O)-, alquenil C2-C6-C(O)-; "acilamino" se refiere a los grupos -NR20C(O)alquilo C1-C10, -NR20C(O)-cicloalquilo C3-C10, - NR20C(O)cicloalquenilo C3-C10, - NR20C(O)alquenilo C2-C6; "aciloxi" se refiere a los grupos alquil C1-C10-C(O)O-, alquenil C2-C6-C(O)O-; "amino" se refiere al grupo -NH2 "aminocarbonilo" se refiere al grupo -C(O)-NH2 "aminocarboniloxi" se refiere al grupo -O-C(O)NR21R22 "aminocarbonilamino" se refiere al grupo -NR20C(O)NR21R22 "aminosulfonilo" se refiere al grupo -SO2NR21R22; "aminosulfonilamino" se refiere al grupo -NR20-SO2NR21R22; "carboxil éster" se refiere a los grupos -C(O)O-alquilo C1-C10, R20 es hidrógeno o alquilo C1-C10; R21 y R22 se seleccionan independientemente entre el grupo que consiste en hidrógeno, alquilo C1-C10, alquenilo C2-C6, o R21 y R22 están unidos opcionalmente junto con el nitrógeno enlazado a los mismos para formar un grupo heterocíclico que tiene de 1 a 10 átomos de carbono, 1 átomo de nitrógeno y opcionalmente un heteroátomo adicional seleccionado entre el grupo que consiste en nitrógeno, azufre u oxígeno; y "heterociclilo sustituido" se refiere a un grupo heterociclilo que está sustituido con 1 a 5 sustituyentes alquilo C1-10; con la condición de que: si p >= 2 y cada uno de R2 es metoxi, halo, trihalometilo o trihalometoxi, entonces R4 y R5 no son ni un hidrógeno ni un metilo; y que es un compuesto seleccionado el grupo que consiste en: N2-[3-Aminosulfonil-4-(4-metilpiperazin-1-il)fenil]-5-fluoro-N4-(4-cianometilenooxifenil)-2,4-pirimidindiamina; N2-[3-Aminosulfonil-4-(4-metilpiperazin-1-il)fenil]-5-fluoro-N4-(4-cianometilenooxi-3-fluorofenil)-2,4- pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-N4-(4-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-fluoro)fenil-N4-(4-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4- fluoro)fenil-N4-(4-cianometoxi-3-metil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-fluoro)fenil-N4-(4- cianometoxi-3,5-dimetil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-fluoro)fenil-N4-[4-(1-ciano)etoxi]fenil-5-fluoro-2,4-pirimidindiamina racémica; N2-(3-Aminosulfonil-4-fluoro)fenil-N4-[4-(1-ciano)etoxi-3-metil]fenil-5-fluoro-2,4-pirimidindiamina racémica; N2-(3-Aminosulfonil-4-fluoro)fenil-N4-[4-(1-ciano-1-metil)etoxi]fenil-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-[4-(N-cianoacetil)aminofenil]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(N-cianoacetil)aminofenil]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoroN4-[3-metil-4-(N-cianoacetil)aminofenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoroN4-[3-metil4-(N-cianoacetil)aminofenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-[3-cloro-4-(N-cianoacetil)aminofenil]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[3-cloro-4-(N-cianoacetil)aminofenil]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoroN4-[3-metoxi-4-(N-cianoacetil)aminofenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoroN4-[3-metoxi-4-(N-cianoacetil)aminofenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-[4-(N-cianoacetil-N-metil)aminofenil]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(N-cianoacetil-N-metil)aminofenil]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(4-dimetilaminocarbonilmetoxi-3-fluorofenil)-5-metil-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-dimetilaminocarbonilmetoxi-3-fluorofenil)-5-metil-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-N4-(4-dimetilaminocarbonilmetoxi-3-fluorofenil)-5-metil-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-metilaminocarbonilmetoxifenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-metilaminocarbonilmetoxifenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(3-fluoro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-fluoro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina; N4-(4-Alilaminocarbonilmetoxifenil)-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; N4-(4-Alilaminocarbonilmetoxifenil)-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(3-metil-(1H)-pirazol-5-il)metilenooxifenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(1,3-dimetil-(1H)-pirazol-5-il)metilenooxifenil]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(1-bencil-3-metil-(1H)-pirazol-5-il)metilenooxifenil]-5-fluoro-2,4- pirimidindiamina; si p >= 1 y R2 es cloro, entonces R4 y R5 no son ni un hidrógeno ni un metilo;
Description
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N4-(4-Acrilamidometilfenil)-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
N2-(3-Aminosulfonilfenil)-5-fluoro-N-4-[4(1-metilpirazolil-3-aminocarbonilmetileno)fenil]-2,4pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-[(1-etilpirazolil-5-aminocarbonilmetileno)fenil]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-N4-[(1-etilpirazolil-5-aminocarbonilmetileno)fenil]-5-fluoro-2,4
pirimidindiamina; N4-{4-[2-(Aminocarboniloxi)etil]fenil}-N2-(3-aminosulfonil-4-clorofenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-{4-[2-(dimetilaminocarboniloxi)etil]fenil}-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-{4-[2-(dimetilaminocarboniloxi)etil]fenil}-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-N4-{4-[2-(dimetilaminocarboniloxi)etil]fenil}-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{4-[2-(metilaminocarboniloxi)etil]fenil}-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-{4-[2-(metilaminocarboniloxi)etil]fenil}-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-5-fluoro-N4-{4-[2-(metilaminocarboniloxi)etil]fenil}-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-N4-(4-bencilfenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-oxido-4piridilmetil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(2-metil-1-imidazolilmetil)fenil]-2,4-pirimidindiamina; 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[4-(2-metil-1-imidazolilmetil)fenil]-2,4
pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-metil-1-imidazolilmetil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)etilenofenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-tiomorfolinometilenofenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-tiomorfolinometilenofenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metiloxifenil)-5-fluoro-N4-(4-tiomorfolinometilenofenil)-2, 4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-{4-[(1,1-dioxotiomorfolin-4-il-)metil]fenil}-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{4-[(1,1-dioxotiomorfolin-4-il-)metil]fenil}-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metiloxifenil)-5-fluoro-N4-{4-[(1,1-dioxotiomorfolin-4-il-)metil]fenil}-2,4
pirimidindiamina; N2-(3-aminosulfonil)fenil-N4-(3-etilaminocarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(3-aminosulfonil-4-metil)fenil-N4-(3-etilaminocarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil]-N4-(4-etilaminocarbonilaminometilfenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-etilaminocarbonilaminometilfenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-aminosulfonil)fenil-N4-[4-(2-etilaminocarbonilamino)etil]fenil-5-fluoro-2,4-pirimidindiamina; N2-(3-aminosulfonil-4-metil)fenil-N4-[4-(2-etilaminocarbonilamino)etil]fenil-5-fluoro-2,4-pirimidindiamina; N2-(3-aminosulfonil)fenil-N4-[4-(N-carbamoil-N-propil)aminometil]fenil-5-fluoro-2,4-pirimidindiamina; N2-(3-aminosulfonil-4-metil)fenil-N4-[4-(N-carbamoil-N-propil)aminometil]fenil-5-fluoro-2,4
pirimidindiamina;
10
N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cianometil-1-metil-indol-5-il)-5-fluoro-2,4-pirimidindiamina; N4-[4-(1-Acetil-4-piperizinil)carbonilfenil]-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
5 N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-metanosulfonil-4-piperazinil)carbonilfenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-tiomorfolinil)carbonilfenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-[4-(1,1-dioxo-4-tiomorfolinil)carbonilfenil]-5-fluoro-2,4-pirimidindiamina;
10 N4-(4-Acetiltiometilcarbonilfenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-[3,5-dimetil-4-(4-metilpiperazin-1-il]fenil)-5-fluoro-2,4-pirimidindiamina;
15 N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(5-metoxicarbonil-tiofeno-2-il)-2,4-pirimidindiamina; 5-Fluoro-N2-[3-N-(metil)aminosulfonil-4-metilfenil]-N4-[4-(2-piridinil)-3-clorometilenooxifenil]-2,4pirimidindiamina;
20 6-carbonilmetoxi-N4-(3,4-diclorofenil)-N2-(3-N,N-dietilaminosulfonil-6-metoxifenil)-2,4-pirimidindiamina; 6-carbonilmetoxi-(3-N,N-dietilaminosulfonil-6-metoxifenil)-N4-[3-oxo-benz[1,4]oxazin-6-il]-2,4pirimidindiamina; y 25 N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(2-metilindol-6-ilmetileno)-2,4-pirimidindiamina. Otra realización de la invención proporciona un compuesto seleccionado entre el grupo que consiste en:
- Comp.
- nombre
- I-1
- N2-(4-Aminosulfonilfenil)-N4-(3-cianometoxi-4,5-dimetoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-2
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cianometoxi-4,5-dimetoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-3
- N2-(4-Aminosulfonil)fenil-N4-(3-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina;
- I-4
- N2-(3-Aminosulfonil)fenil-N4-(3-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina;
- I-5
- N4-(3-Cianometoxi)fenil-5-fluoro-N2-[3-(4-metilpiperazin-1-il)sulfonil]fenil-2,4-pirimidindiamina;
- I-6
- N4-(3-Cianometoxi)fenil-5-fluoro-N2-[4-(4-metilpiperazin-1-il)sulfonil]fenil-2,4-pirimidindiamina;
- I-7
- N2-(4-Aminosulfonil-3-metoxi)fenil-N4-(3-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina;
- I-8
- N2-(3-Aminosulfonil-4-iso-propilfenil)-N4-(4-cianometilenooxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-9
- N2-[3-Aminosulfonil-4-(4-metilpiperazin-1-il)fenil]-5-fluoro-N4-(4-cianometilenooxifenil)-2,4-pirimidindiamina;
- I-10
- N2-[3-Aminosulfonil-4-(4-metilpiperazin-1-il)fenil]-5-fluoro-N4-(4-cianometilenooxi-3-fluorofenil)-2,4pirimidindiamina;
- I-11
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-cianometilenooxi-3-fluorofenil)-2,4-pirimidindiamina;
- I-12
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-cianometilenooxi-3-fluorofenil)-2,4-pirimidindiamina;
- I-13
- N2-(3-Aminosulfonilfenil)-5-bromo-N4-(4-cianometilenooxifenil)-2,4-pirimidindiamina;
- I-14
- N2-(3-Aminosulfonil-4-metilfenil)-5-bromo-N4-(4-cianometilenooxifenil)-2,4-pirimidindiamina;
- I-15
- N2-(3-Aminosulfonilfenil)-N4-(4-cianometilenooxifenil)-5-trimetilsililacetileno-2,4-pirimidindiamina;
- I-16
- N2-(4-Aminosulfonil)fenil-N4-(4-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina;
- I-17
- N2-(3-Aminosulfonil)fenil-N4-(4-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina;
- I-18
- N4-(4-Cianometoxi)fenil-5-fluoro-N2-[4-(4-metilpiperazin-1-il)sulfonil]fenil-2,4-pirimidindiamina;
- I-19
- N4-(4-Cianometoxi)fenil-5-fluoro-N2-[3-(4-metilpiperazin-1-il)sulfonil]fenil-2,4-pirimidindiamina;
- I-20
- N2-(3-Aminosulfonil-4-metil)fenil-N4-(4-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina;
- I-21
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(4-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina;
- I-22
- N2-(4-Aminosulfonil)fenil-N4-(4-cianometoxi-3-metil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-23
- N2-(3-Aminosulfonil)fenil-N4-(4-cianometoxi-3-metil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-24
- N2-(3-Aminosulfonil-4-metil)fenil-N4-(4-cianometoxi-3-metil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-25
- N2-(4-Aminosulfonil)fenil-N4-(4-cianometoxi-3,5-dimetil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-26
- N2-(3-Aminosulfonil)fenil-N4-(4-cianometoxi-3,5-dimetil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-27
- N2-(3-Aminosulfonil-4-metil)fenil-N4-(4-cianometoxi-3,5-dimetil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-28
- N2-(4-Aminosulfonil-3-metoxifenil)-N4-(4-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina;
- I-29
- N2-(4-Aminosulfonil-3-metoxi)fenil-N4-(4-cianometoxi-3-metil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-30
- N4-(4-Cianometilenooxi)fenil-5-fluoro-N2-(4-metil-3-propionilaminosulfonil)fenil-2,4-pirimidindiamina (68);
- I-31
- Sal sódica de N4-(4-cianometilenooxi)fenil-5-fluoro-N2-(4-metil-3-propionilaminosulfonil)fenil-2,4pirimidindiamina (69);
- I-32
- N2-(4-Aminosulfonil-3-metoxi)fenil-N4-(4-cianometoxi-3,5-dimetil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-33
- N2-(3-Aminosulfonil-4-fluoro)fenil-N4-(4-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina;
21
- Comp.
- nombre
- I-34
- N2-(3-Aminosulfonil-4-fluoro)fenil-N4-(4-cianometoxi-3-metil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-35
- N2-(3-Aminosulfonil-4-fluoro)fenil-N4-(4-cianometoxi-3,5-dimetil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-36
- N2-(3-Acetilaminosulfonil-4-metil)fenil-N4-(4-cianometilenooxi)fenil-5-fluoro-2,4-pirimidindiamina;
- I-37
- N4-(4-Cianometilenooxi)fenil-5-fluoro-N2-(3-isobutirilaminosulfonil-4-metil)fenil-2,4-pirimidindiamina;
- I-38
- Sal sódica de N2-(3-acetilaminosulfonil-4-metil)fenil-N4-(4-cianometilenooxi)fenil-5-fluoro-2,4pirimidindiamina;
- I-39
- Sal sódica de N4-(4-cianometilenooxi)fenil-5-fluoro-N2-(3-isobutirilaminosulfonil-4-metil)fenil-2,4pirimidindiamina;
- I-40
- N4-(4-Cianometoxi-3,5-dimetilfenil)-5-fluoro-N2-[4-(4-metilpiperazin-1-il)sulfonilfenil]-2,4-pirimidindiamina;
- I-41
- N2-(4-Aminosulfonilfenil)-N4-(3-cloro-4-cianometoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-42
- N2-(3-Aminosulfonilfenil)-N4-(3-cloro-4-cianometoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-43
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-cianometoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-44
- N2-(4-Aminosulfonilfenil)-N4-(4-cianometoxi-3-fluorofenil)-5-fluoro-2,4-pirimidindiamina;
- I-45
- N2-(4-Aminosulfonilfenil)-N4-(4-cianometoxi-3-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-46
- N2-(3-Aminosulfonilfenil)-N4-(4-cianometoxi-3-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-47
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-cianometoxi-3-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-48
- N4-(4-Cianometoxi-3-fluorofenil)-5-fluoro-N2-(4-metil-3-propionilaminosulfonilfenil)-2,4-pirimidindiamina;
- I-49
- Sal sódica de N4-(4-cianometoxi-3-fluorofenil)-5-fluoro-N2-(4-metil-3-propionilaminosulfonilfenil)-2,4pirimidindiamina;
- I-50
- N2-(3-Aminosulfonilfenil)-N4-(4-cianometoxi-3-hidroximetilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-51
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-cianometoxi-3-hidroximetilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-52
- N2-(4-Aminosulfonilfenil)-N4-[4-cianometoxi-3-(1-cianometilpirazol-3-il)fenil]-5-fluoro-2,4-pirimidindiamina;
- I-53
- N2-(3-Aminosulfonilfenil)-N4-[4-cianometoxi-3-(1-cianometilpirazol-3-il)fenil]-5-fluoro-2,4-pirimidindiamina;
- I-54
- N2-(3-Aminosulfonil-4-metilfenil]-N4-[4-cianometoxi-3-(1-cianometilpirazol-3-il)fenil]-5-fluoro-2,4pirimidindiamina;
- I-55
- N2-(3-Aminosulfonilpirid-4-il)-N4-(4-cianometoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-56
- N2-(3-Aminosulfonil-4-metoxifenil)-N4-(4-cianometoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-57
- N2-(4-Aminosulfonilfenil)-N4-(4-cianometoxifenil-5)-metil-2,4-pirimidindiamina;
- I-58
- N2-(3-Aminosulfonilfenil)-N4-(4-cianometoxifenil)-5-metil-2,4-pirimidindiamina;
- I-59
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-cianometoxifenil)-5-metil-2,4-pirimidindiamina;
- I-60
- N2-(4-Aminosulfonil)fenil-N4-[4-(1-ciano)etoxi-3-metil]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-61
- N2-(3-Aminosulfonil)fenil-N4-[4-(1-ciano)etoxi-3-metil]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-62
- N2-(3-Aminosulfonil-4-metil)fenil-N4-[4-(1-ciano)etoxi-3-metil]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-63
- N2-(4-Aminosulfonil)fenil-N4-[4-(1-ciano)etoxi-3,5-dimetil]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-64
- N2-(4-Aminosulfonil-3-metoxi)fenil-N4-[4-(1-ciano)etoxi-3-metil]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-65
- N2-(3-Aminosulfonil)fenil-N4-[4-(1-ciano)etoxi]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-66
- N2-(4-Aminosulfonil)fenil-N4-[4-(1-ciano)etoxi]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-67
- N2-(3-Aminosulfonil-4-metil)fenil-N4-[4-(1-ciano)etoxi]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-68
- N2-(3-Aminosulfonil-4-fluoro)fenil-N4-[4-(1-ciano)etoxi]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-69
- N2-(3-Aminosulfonil-4-fluoro)fenil-N4-[4-(1-ciano)etoxi-3-metil]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-70
- N2-(4-Aminosulfonil-3-metoxi)fenil-N4-[4-(1-ciano)etoxi]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-71
- N2-(3-Aminosulfonil)fenil-N4-[4-(1-ciano)etoxi-3,5-dimetil]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-72
- N2-(3-Aminosulfonil-4-metil)fenil-N4-[4-(1-ciano)etoxi-3,5-dimetil]fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-73
- N2-(3-Aminosulfonil-4-metil)fenil-N4-[4-(1-ciano-1-metil)etoxi]fenil-5-fluoro-2,4-pirimidindiamina;
- I-74
- N2-(3-Aminosulfonil-4-fluoro)fenil-N4-[4-(1-ciano-1-metil)etoxi]fenil-5-fluoro-2,4-pirimidindiamina;
- I-75
- N2-(4-Aminosulfonil)fenil-N4-[4-(1-ciano-1-metil)etoxi]fenil-5-fluoro-2,4-pirimidindiamina;
- I-76
- N2-(3-Aminosulfonil)fenil-N4-[4-(1-ciano-1-metil)etoxi]fenil-5-fluoro-2,4-pirimidindiamina;
- I-77
- N2-(4-Aminosulfonil-3-metoxi)fenil-N4-[4-(1-ciano-1-metil)etoxi]fenil-5-fluoro-2,4-pirimidindiamina;
- I-78
- N2-(3-Aminosulfonilfenil)-N4-[4-(N-cianoacetil)aminofenil]-5-fluoro-2,4-pirimidindiamina.
- I-79
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(N-cianoacetil)aminofenil]-5-fluoro-2,4-pirimidindiamina;
- I-80
- N2-(3-Aminosulfonilfenil)-5-fluoroN4-[3-metil-4-(N-cianoacetil)aminofenil]-2,4-pirimidindiamina;
- I-81
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoroN4-[3-metil4-(N-cianoacetil)aminofenil]-2,4-pirimidindiamina;
- I-82
- N2-(3-Aminosulfonilfenil)-N4-[3-cloro-4-(N-cianoacetil)aminofenil]-5-fluoro-2,4-pirimidindiamina;
- I-83
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[3-cloro-4-(N-cianoacetil)aminofenil]-5-fluoro-2,4-pirimidindiamina;
- I-84
- N2-(3-Aminosulfonilfenil)-5-fluoroN4-[3-metoxi-4-(N-cianoacetil)aminofenil]-2,4-pirimidindiamina;
- I-85
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoroN4-[3-metoxi-4-(N-cianoacetil)aminofenil]-2,4-pirimidindiamina;
- I-86
- N2-(3-Aminosulfonilfenil)-N4-[4-(N-cianoacetil-N-metil)aminofenil]-5-fluoro-2,4-pirimidindiamina;
- I-87
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(N-cianoacetil-N-metil)aminofenil]-5-fluoro-2,4-pirimidindiamina;
- I-88
- N4-(3-Aminocarbonilmetoxi)fenil-N2-(3-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-89
- N4-(3-Aminocarbonilmetoxi)fenil-5-fluoro-N2-[3-(4-metilpiperazin-1-il)sulfonil]fenil-2,4-pirimidindiamina;
- I-90
- N4-(3-Aminocarbonilmetoxi)fenil-N2-(3-aminosulfonil-4-metil)fenil-5-fluoro-2,4-pirimidindiamina;
22
- Comp.
- nombre
- I-91
- N4-(3-Aminocarbonilmetoxi)fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-92
- N4-(4-Aminocarbonilmetoxi-3-metil)fenil-N2-(3-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-93
- N4-(4-Aminocarbonilmetoxi-3,5-dimetil)fenil-N2-(3-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-94
- N4-(4-Aminocarbonilmetoxi)fenil-N2-(3-aminosulfonil-4-metil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-95
- N4-(4-Aminocarbonilmetoxi-3-metil)fenil-N2-(3-aminosulfonil-4-metil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-96
- N4-(4-Aminocarbonilmetoxi-3,5-dimetil)fenil-N2-(3-aminosulfonil-4-metil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-97
- N4-(4-Aminocarbonilmetoxi-3-clorofenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-98
- N4-(4-Aminocarbonilmetoxi-3-clorofenil)-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-99
- N4-(4-Aminocarbonilmetoxi-3-clorofenil)-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-100
- N4-(4-Aminocarbonilmetoxi-3-fluorofenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-101
- N4-(4-Aminocarbonilmetoxi-3-fluorofenil)-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-102
- N4-(4-Aminocarbonilmetoxi-3-fluorofenil)-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-103
- N4-(4-Aminocarbonilmetoxi-3-metoxifenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-104
- N4-(4-Aminocarbonilmetoxi-3-metoxifenil)-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-105
- N4-(4-Aminocarbonilmetoxi-3-metoxifenil)-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-106
- N4-(4-Aminocarbonilmetoxi-3-hidroximetilfenil)-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4pirimidindiamina;
- I-107
- N4-(4-Aminocarbonilmetoxi-3-hidroximetilfenil]-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-108
- N4-(4-Aminocarbonilmetoxifenil)-N2-(4-aminosulfonilfenil)-5-metil-2,4-pirimidindiamina;
- I-109
- N4-(4-Aminocarbonilmetoxifenil)-N2-(3-aminosulfonilfenil)-5-metil-2,4-pirimidindiamina;
- I-110
- N4-(4-Aminocarbonilmetoxifenil)-N2-(3-aminosulfonil-4-metilfenil)-5-metil-2,4-pirimidindiamina;
- I-111
- N4-(4-Aminocarbonilmetoxi)fenil-N2-(3-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-112
- N4-(4-Aminocarbonilmetoxi)fenil-5-fluoro-N2-[3-(4-metilpiperazin-1-il)sulfonil]fenil-2,4-pirimidindiamina;
- I-113
- N4-(4-Aminocarbonilmetoxi-3-metil)fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-114
- N4-(4-Aminocarbonilmetoxi-3,5-dimetil)fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-115
- N4-(4-Aminocarbonilmetoxi)fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-116
- N4-[4-(1-Aminocarbonil)etoxi]fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-117
- N4-[4-(1-Aminocarbonil)etoxi]fenil-N2-(3-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-118
- N4-[4-(1-Aminocarbonil)etoxi]fenil-N2-(3-aminosulfonil-4-metil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-119
- N4-[4-(1-Aminocarbonil)etoxi-3-metil]fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-120
- N4-[4-(1-Aminocarbonil)etoxi-3-metil]fenil-N2-(3-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-121
- N4-[4-(1-Aminocarbonil)etoxi-3-metil]fenil-N2-(3-aminosulfonil-4-metil)fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-122
- N4-[4-(1-Aminocarbonil)etoxi-3,5-dimetil]fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-123
- N4-[4-(1-Aminocarbonil)etoxi-3,5-dimetil]fenil-N2-(3-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-124
- N4-[4-(1-Aminocarbonil)etoxi-3,5-dimetil]fenil-N2-(3-aminosulfonil-4-metil)fenil-5-fluoro-2,4-pirimidindiamina racémica;
- I-125
- N4-[4-(1-Aminocarbonil-1-metil)etoxi]fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-126
- N4-[4-(1-Aminocarbonil-1-metil)etoxi]fenil-N2-(3-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-127
- N4-[4-(1-Aminocarbonil-1-metil)etoxi]fenil-N2-(3-aminosulfonil-4-metil)fenil-5-fluoro-2,4-pirimidindiamina;
- I-128
- N2-(4-Aminosulfonilfenil)-N4-(4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-129
- N2-(3-Aminosulfonilfenil)-N4-(4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-130
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-131
- N2-(4-Aminosulfonilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-132
- N2-(3-Aminosulfonilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-133
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4pirimidindiamina;
- I-134
- N2-(4-Aminosulfonilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina;
- I-135
- N2-(3-Aminosulfonilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina;
- I-136
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-metil-2,4pirimidindiamina;
- I-137
- N2-(4-Aminosulfonilfenil)-N4-(4-dimetilaminocarbonilmetoxi-3-fluorofenil)-5-metil-2,4-pirimidindiamina;
- I-138
- N2-(3-Aminosulfonilfenil)-N4-(4-dimetilaminocarbonilmetoxi-3-fluorofenil)-5-metil-2,4-pirimidindiamina;
- I-139
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-dimetilaminocarbonilmetoxi-3-fluorofenil)-5-metil-2,4pirimidindiamina;
- I-140
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4pirimidindiamina;
- I-141
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-metil-2,4pirimidindiamina;
23
- Comp.
- nombre
- I-142
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(4-dimetilaminocarbonilmetoxi-3-fluorofenil)-5-metil-2,4pirimidindiamina;
- I-143
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(4-metilaminocarbonilmetoxifenil)-2,4-pirimidindiamina;
- I-144
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-metilaminocarbonilmetoxifenil)-2,4-pirimidindiamina;
- I-145
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-metilaminocarbonilmetoxifenil)-2,4-pirimidindiamina;
- I-146
- N2-(4-Aminosulfonilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-147
- N2-(3-Aminosulfonilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-148
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-149
- N2-(4-Aminosulfonilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina;
- I-150
- N2-(3-Aminosulfonilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina;
- I-151
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina;
- I-152
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina;
- I-153
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina;
- I-154
- N2-(4-Aminosulfonilfenil)-N4-(3-fluoro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina;
- I-155
- N2-(3-Aminosulfonilfenil)-N4-(3-fluoro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina;
- I-156
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-fluoro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina;
- I-157
- N4-(4-Alilaminocarbonilmetoxifenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-158
- N4-(4-Alilaminocarbonilmetoxifenil)-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-159
- N4-(4-Alilaminocarbonilmetoxifenil)-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- I-160
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-161
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-5-fluoro-N4-[4-(2-piridinil)metilenooxifenil]-2,4pirimidindiamina;
- I-162
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-163
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-164
- N2-(3-Aminosulfonilpirid-4-il)-5-fluoro-N4-[4-(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-165
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)metilenooxifenil]-2,4pirimidindiamina;
- I-166
- N2-[3-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)metilenooxifenil]-2,4pirimidindiamina;
- I-167
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[(4-((piridin-2-il)metoxi)-3-metilfenil)]-2,4-pirimidindiamina;
- I-168
- N2-(3-Amino-4-metilsulfonilfenil)-5-fluoro-N4-[(4-((piridin-2-il)metoxi)-3-metilfenil)]-2,4-pirimidindiamina;
- I-169
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)-3-fluorometilenooxifenil]-2,4-pirimidindiamina;
- I-170
- 5-Fluoro-N2-[3-N-(metil)aminosulfonil-4-metilfenil]-N4-[4-(2-piridinil)-3-metilmetilenooxifenil]-2,4pirimidindiamina;
- I-171
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)-3-clorometilenooxifenil]-2,4-pirimidindiamina;
- I-172
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(2-piridinil)-3-fluorometilenooxifenil]-2,4-pirimidindiamina;
- I-173
- 5-Fluoro-N2-[3-N-(metil)aminosulfonil-4-metilfenil]-N4-[4-(2-piridinil)-3-fluorometilenooxifenil]-2,4pirimidindiamina;
- I-174
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(2-piridinil)-3-clorometilenooxifenil]-2,4-pirimidindiamina;
- I-175
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)-3-clorometilenooxifenil]-2,4-pirimidindiamina;
- I-176
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)-3-metilmetilenooxifenil]-2,4-pirimidindiamina;
- I-177
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)-3-fluorometilenooxifenil]-2,4-pirimidindiamina;
- I-178
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(3-piridilmetoxi)fenil]-2,4-pirimidindiamina;
- I-179
- N2-(3-Aminosulfonilfenil)-5-metil-N4-[4-(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-180
- 5-Metil-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[4-(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-181
- N2-(4-Aminosulfonilfenil)-5-metil-N4-[4-(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-182
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[3-(3-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-183
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-(3-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-184
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-5-fluoro-N4-[3-(3-piridinil)metilenooxifenil]-2,4pirimidindiamina;
- I-185
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[3-(3-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-186
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[3-(3-piridinil)metilenooxifenil]-2,4pirimidindiamina;
- I-187
- N2-[3-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[3-(3-piridinil)metilenooxifenil]-2,4pirimidindiamina;
- I-188
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-189
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(3-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-190
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-5-fluoro-N4-[4-(3-piridinil)metilenooxifenil]-2,4pirimidindiamina;
- I-191
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(3-piridinil)metilenooxifenil]-2,4pirimidindiamina;
- I-192
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-piridinil)-metilenotiofenil]-2,4-pirimidindiamina;
24
- Comp.
- nombre
- I-193
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-194
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(4-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-195
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-5-fluoro-N4-[4-(4-piridinil)metilenooxifenil]-2,4pirimidindiamina;
- I-196
- Sal clorhidrato de N2-(3-aminosulfonilfenil)-5-fluoro-N4-4-[(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina;
- I-197
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(3-metil-(1H)-pirazol-5-il)metilenooxifenil]-2,4pirimidindiamina;
- I-198
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(1,3-dimetil-(1H)-pirazol-5-il)metilenooxifenil]-5-fluoro-2,4pirimidindiamina;
- I-199
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(1-bencil-3-metil-(1H)-pirazol-5-il)metilenooxifenil]-5-fluoro-2,4pirimidindiamina;
- I-200
- N2-(3-Aminosulfonil-4-fluorofenil)-5-fluoro-N4-[4-(2,4-dihidro-3-oxo-1,2,4-triazol-5-il)metilenooxifenil]-2,4pirimidindiamina (76);
- I-201
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(2,4-dihidro-3-oxo-1,2,4-triazol-5-il)metilenooxifenil]-2,4pirimidindiamina;
- I-202
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(2,4-dihidro-3-oxo-1,2,4-triazol-5-il)metilenooxifenil]-2,4pirimidindiamina;
- I-203
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-metil-3-(2-morfolinoetiloxi)fenil]-2,4-pirimidindiamina;
- I-204
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-metil-3-(2-morfolinoetiloxi)fenil]2,4-pirimidindiamina;
- I-205
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-morfolinoetiloxi)fenil)-2,4-pirimidindiamina;
- I-206
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-morfolinoetiloxi)fenil-2,4-pirimidindiamina;
- I-207
- 5-Fluoro-N2-(3-morfolinosulfonilfenil)-N4-[4-(2-morfolinoetiloxi)fenil]-2,4-pirimidindiamina;
- I-208
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-metil-3-(2-morfolinocarbonilmetilenooxi)fenil]-2,4-pirimidindiamina;
- I-209
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-metil-3-(2-morfolinocarbonilmetilenooxi)fenil]-2,4-pirimidindiamina;
- I-210
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-morfolin-4-il-2-oxo-etoxi)fenil]-2,4-pirimidindiamina;
- I-211
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-morfolin-4-il-2-oxo-etoxi)fenil]-2,4-pirimidindiamina;
- I-212
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(2-morfolin-4-il-2-oxo-etoxi)fenil]-2,4-pirimidindiamina;
- I-213
- 5-Fluoro-N4-(4-metoxicarbonilmetoxifenil)-N2-(4-metil-3-propionilaminosulfonilfenil)-2,4-pirimidindiamina;
- I-214
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[3-(5-metilisoxazol-3-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-215
- 5-Fluoro-N2-[3-(N-metoxicarbonilmetileno)aminosulfonilfenil]-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]2,4-pirimidindiamina;
- I-216
- N2-(3-Aminosulfonil-5-cloro-4-metilfenil)-5-fluoro-N4-[3-metil-4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-217
- N2-(3-Aminosulfonil-4-fluoro-5-metilfenil)-5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-218
- N2-(3-Aminosulfonil-4-cloro-5-metilfenil)-5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-219
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-220
- N2-(3-Aminosulfonil-4-clorofenil)-5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-221
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[3-cloro-4-(5-metilisoxazol-3-il)metilenooxifenil]-5-fluoro-2,4pirimidindiamina;
- I-222
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-fluoro-4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-223
- N2-(3-Aminosulfonil-5-cloro-4-metilfenil)-5-fluoro-N4-[3-fluoro-4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-224
- N2-(3-Aminosulfonil-4-fluoro-5-metilfenil)-5-fluoro-N4-[3-fluoro-4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-225
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-metil-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-226
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-fluoro-4-(5-metilisoxazol-3-il)metilenooxifenil]-N4-metil-2,4pirimidindiamina;
- I-227
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-metoxicarbonilmetil-N4-[4-(5-metilisoxazol-3il)metilenooxifenil]-2,4-pirimidindiamina;
- I-228
- 5-Fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-N2-(4-metil-3-propionilaminosulfonilfenil)-2,4pirimidindiamina;
- I-229
- 5-Fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-N2-(4-metil-3-(2-metilpropionil)aminosulfonilfenil)-2,4pirimidindiamina;
- I-230
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4-pirimidindiamina (59, X= H);
- I-231
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-232
- N2-(3-Acetamidosulfonilfenil)-5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-233
- N2-(3-Aminosulfonil-4-fluorofenil)-5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4-pirimidindiamina;
25
- Comp.
- nombre
- I-234
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-metil-4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-235
- 5-Fluoro-N2-[3-(N-metil)aminosulfonil-4-metilfenil]-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-236
- 5-Fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-N2-(3-N-propanamido)sulfonilfenil)]-2,4pirimidindiamina;
- I-237
- N2-(3-Aminosulfonil-4-fluorofenil)-5-fluoro-N4-[3metil-4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-238
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[3-metil-4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-239
- 5-Fluoro-N2-[3-N-(metil)aminosulfonil-4-metilfenil]-N4-[3-metil-4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-240
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[3metil-4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-241
- N2-[3-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-242
- Sal sódica de 5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-N2-(3-N-propanamido)sulfonilfenil)]-2,4pirimidindiamina;
- I-243
- Sal sódica de N2-(3-acetamidosulfonilfenil)-5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-244
- N2-[3-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[3-metil-4-(5-metilisoxazol-3-il)metilenooxifenil]2,4-pirimidindiamina;
- I-245
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[3-metil-4-(5-metilisoxazol-3-il)metilenooxifenil]2,4-pirimidindiamina;
- I-246
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina;
- I-247
- N2-{3-[(N-5-Metil-1,3-dioxoleno-2-ona-4-il)metileno]aminosulfonilfenil}-5-fluoro-N4-[4-(5-metilisoxazol-3il)metilenooxifenil]-2,4-pirimidindiamina;
- I-248
- N2-{3-[N-N-Di-[(5-Metil-1,3-dioxoleno-2-ona-4-il)metileno]]aminosulfonilfenil}-5-fluoro-N4-[4-(5-metilisoxazol3-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-249
- N2-{3-[N-N-Di-[(5-t-Butil-1,3-dioxoleno-2-ona-4-il)metileno]]aminosulfonilfenil}-5-fluoro-N4-[4-(5metilisoxazol-3-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-250
- N2-{3-[(N-5-t-Butil-1,3-dioxoleno-2-ona-4-il)metileno]aminosulfonilfenil}-5-fluoro-N4-[4-(5-metilisoxazol-3il)metilenooxifenil]-2,4-pirimidindiamina;
- I-251
- N2-[3-Aminosulfonil-4-(4-metilpiperazin-1-il)fenil]-5-fluoro-N4-[2-fluoro-4-(5-metilisoxazol-3il)metilenooxifenil]-2,4-pirimidindiamina;
- I-252
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[3-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4-pirimidindiamina (60);
- I-253
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[3-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-254
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4pirimidindiamina;
- I-255
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[3-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4pirimidindiamina;
- I-256
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[3-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]2,4-pirimidindiamina;
- I-257
- N2-{3-[(N-5-Metil-1,3-dioxoleno-2-ona-4-il)metileno]aminosulfonilfenil}-5-fluoro-N4-[4-(3-metil-1,2,4oxadiazol-5-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-258
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-259
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4pirimidindiamina;
- I-260
- 5-Fluoro-N2-[3-N-(metil)aminosulfonil-4-metilfenil)-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4pirimidindiamina;
- I-261
- N2-[3-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[3-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]2,4-pirimidindiamina;
- I-262
- 5-Fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-3-il)metilenooxifenil]-N2-[(3-N-propanamido)sulfonilfenil)]-2,4pirimidindiamina;
- I-263
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]2,4-pirimidindiamina;
- I-264
- 5-Fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-3-il)metilenooxifenil]-N2-[(3-N-propanamido)sulfonilfenil)]-2,4pirimidindiamina;
- I-265
- N2-(3-Aminosulfonil-4-cloro-5-metilfenil)-5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4pirimidindiamina;
- I-266
- N2-(3-Aminosulfonil-4-fluorofenil)-5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4pirimidindiamina;
26
- Comp.
- nombre
- I-267
- N2-(3-Aminosulfonil-4-fluorofenil)-5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)etilenofenil]-2,4pirimidindiamina;
- I-268
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(4-[3-metil-1,2,4-oxadiazol-5-il]metilenooxifenil)-2,4-pirimidindiamina;
- I-269
- 5-fluoro-N2-(4-N-metilaminosulfonil)-3-metoxifenil-N4-(4-trifluorometoxi-3-clorofenil)-2,4-pirimidindiamina;
- I-270
- 5-Fluoro-N4-(3-hidroxifenil)-N2-(4-N-metilaminosulfonil)-3-metoxifenil]-2,4-pirimidindiamina;
- I-271
- N2-(5-N,N-Dietilaminosulfonil-2-metoxifenil)-5-fluoro-N4-(4-[3-metil-1,2,4-oxadiazol-5-il]metilenooxifenil)-2,4pirimidindiamina;
- I-272
- 5-Fluoro-N4-(4-[3-metil-1,2,4-oxadiazol-5-il]metilenooxifenil)-N2-(5-piperidinsulfonilfenil)-2,4pirimidindiamina;
- I-273
- Sal sódica de 5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-3-il)metilenooxifenil]-N2-[(3-Npropanamido)sulfonilfenil)]-2,4-pirimidindiamina;
- I-274
- 5-Fluoro-N4-[4-(5-metil-1,2,4-oxadiazol-3-il)metoxi]fenil-N2-[3-(4-metilpiperazin-1-il)sulfonil]fenil-2,4pirimidindiamina;
- I-275
- N2-(4-Aminosulfonil)fenil-5-fluoro-N4-[4-(5-metil-1,2,4-oxadiazol-3-il)metoxi]fenil-2,4-pirimidindiamina;
- I-276
- N2-(3-Aminosulfonil)fenil-5-fluoro-N4-[4-(5-metil-1,2,4-oxadiazol-3-il)metoxi]fenil-2,4-pirimidindiamina;
- I-277
- N2-(3-aminosulfonilfenil)-5-fluoro-N4-[4-(5-metil-1,3,4-oxadiazol-2-il)metilenooxifenil]-2,4-pirimidindiamina (71);
- I-278
- N2-(3-Aminosulfonil-4-fluorofenil)-5-fluoro-N4-[4-(5-metil-1,3,4-oxadiazol-2-il)metilenooxifenil]-2,4pirimidindiamina;
- I-279
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(5-metil-1,3,4-oxadiazol-2-il)metoxifenil]-2,4pirimidindiamina;
- I-280
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(2-metiltiazol-4-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-281
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-metiltiazol-4-il)metilenooxifenil]-2,4-pirimidindiamina;
- I-282
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[4-(2-metiltiazol-4-il)metilenooxifenil]-2,4pirimidindiamina;
- I-283
- N2-[3-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(2-metiltiazol-4-il)metilenooxifenil]-2,4pirimidindiamina;
- I-284
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(2-metiltiazol-4-il)metilenooxifenil]-2,4pirimidindiamina;
- I-285
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-metiltiazol-4-il)metilenooxifenil]-2,4-pirimidindiamina;
- II-1
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{3-[(1-metilpiperidin-3-il)oxi]fenil}-2,4-pirimidindiamina racémica;
- II-2
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{3-[(1-metilpiperidin-4-il)oxi]fenil}-2,4-pirimidindiamina;
- II-3
- N2-(3-Aminosulfonil-4-metilfenil)-N4-{3-cloro-4-[(1-metilpiperidin-3-il)oxi]fenil}-5-fluoro-2,4-pirimidindiamina racémica;
- II-4
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{4-[(1-metilpiperidin-3-il)oxi]fenil}-2,4-pirimidindiamina racémica;
- II-5
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{3-metil-4-[(1-metilpiperidin-4-il)oxi]fenil}-2,4-pirimidindiamina;
- II-6
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{4-[(1-metilpiperidin-4-il)oxi]-3-trifluorometilfenilil-2,4pirimidindiamina;
- II-7
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{4-[(1-metilpiperidin-4-il)oxi]fenil}-2,4-pirimidindiamina;
- II-8
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{3-cloro-4-[(1-metilpiperidin-4-il)oxi]fenil}-2,4-pirimidindiamina;
- II-9
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(N-metilpirrolidin-3-iloxifenil)-2,4-pirimidindiamina;
- II-10
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(N-metilpirrolidin-3-iloxifenil)-2,4-pirimidindiamina;
- II-11
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-piridiloxi)fenil]-2,4-pirimidindiamina;
- II-12
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(3-piridiloxi)fenil]-2,4-pirimidindiamina;
- II-13
- 5-Fluoro-N2-[3-N-(metilaminosulfonil)-4-metilfenil]-N4-[4-(3-piridiloxi)fenil]-2,4-pirimidindiamina;
- II-14
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-piridiloxi)fenil]-2,4-pirimidindiamina;
- II-15
- N2-[3,5-bis(Aminosulfonil)fenil)-5-fluoro-N4-[4-(3-piridiloxi)fenil]-2,4-pirimidindiamina;
- II-16
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(4-piridiloxi)fenil]-2,4-pirimidindiamina;
- II-17
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridiloxi)fenil]-2,4-pirimidindiamina;
- II-18
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-5-fluoro-N4-[4-(4-piridiloxi)fenil]-2,4-pirimidindiamina;
- II-19
- N2-(3-Aminocarbonil-5-metilfenil)-5-fluoro-N2-[4-(1-metilpirazol-3-il)amidofenil)-2,4-pirimidindiamina;
- II-20
- N2-(3-Aminocarbonil-5-metilfenil)-5-fluoro-N2-[4-(1-etilpirazol-5-il)amidofenil)-2,4-pirimidindiamina;
- II-21
- N2-(3-Aminocarbonil-5-metilfenil)-5-fluoro-N2-[4-(1-metilpirazol-5-il)amidofenil)-2,4-pirimidindiamina;
- II-22
- N2-(3-Aminocarbonil-5-metilfenil)-5-fluoro-N2-[4-(1H-pirazol-5-il)amidofenil)-2,4-pirimidindiamina;
- III-1
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-5-fluoro-N4-(4-cianometilfenil)-2,4-pirimidindiamina;
- III-2
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-(4-cianometilfenil)-2,4-pirimidindiamina;
- III-3
- N2-(4-Aminosulfonil)fenil-N4-(4-cianometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-4
- N2-(3-Aminosulfonil)fenil-N4-(4-cianometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-5
- N4-(4-Cianometil)fenil-5-fluoro-N2-[3-(4-metilpiperazin-1-il)sulfonil]fenil-2,4-pirimidindiamina;
- III-6
- N4-(4-Cianometil)fenil-5-fluoro-N2-[4-(4-metilpiperazin-1-il)sulfonil]fenil-2,4-pirimidindiamina;
27
- Comp.
- nombre
- III-7
- N2-(3-Aminosulfonil-4-metil)fenil-N4-(4-cianometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-8
- N2-(3-Aminosulfonil-4-cloro)fenil-N4-(4-cianometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-9
- N2-(4-Aminosulfonil-3-metoxi)fenil-N4-(4-cianometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III
- N2-(3-Aminosulfonil-4-fluoro)fenil-N4-(4-cianometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-11
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-cianoetilenofenil)-5-metil-2,4-pirimidindiamina;
- III-12
- N2-(3-Aminosulfonil-4-clorofenil)-N4-[4-(2-cianoetil)fenil]-5-metil-2,4-pirimidindiamina;
- III-13
- N2-(3-Aminosulfonil-4-clorofenil)-N4-[4-(2-cianoetil)fenil]-5-fluoro-2,4-pirimidindiamina;
- III-14
- N2-(3-aminosulfonilfenil)-N4-[4-(cianoetileno)fenil]-5-fluoro-2,4-pirimidindiamina;
- III-15
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(cianoetileno)fenil]-5-fluoro-2,4-pirimidindiamina;
- III-16
- N2-(3-Aminosulfonil-4-fluorofenil)-N4-[4-(cianoetileno)fenil]-5-fluoro-2,4-pirimidindiamina;
- III-17
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(2-cianoetil)-3-fluorofenil]-2,4-pirimidindiamina;
- III-18
- N2-(3-Aminosulfonilfenil)-N4-[4-(2-cianoetil)-3-fluorofenil]-5-fluoro-2,4-pirimidindiamina;
- III-19
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(2-cianoetil)-3-metilfenil]-5-fluoro-2,4-pirimidindiamina;
- III
- N2-(3-Aminosulfonilfenil)-N4-[4-(2-cianoetil)-3-metilfenil]-5-fluoro-2,4-pirimidindiamina;
- III-21
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[3-cloro-4-(2-cianoetil)fenil]-5-fluoro-2,4-pirimidindiamina;
- III-22
- N2-(3-Aminosulfonilfenil)-N4-[3-cloro-4-(2-cianoetil)fenil]-5-fluoro-2,4-pirimidindiamina;
- III-23
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-cianoetileno-2-metilfenil)-5-fluoro-2,4-pirimidindiamina
- III-24
- N2-(3-Aminosulfonilfenil)-N4-(4-cianoetileno-2-metilfenil)-5-fluoro-2,4-pirimidindiamina
- III-25
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-cianoetileno-3-metoxifenil)-5-fluoro-2,4-pirimidindiamina
- III-26
- N2-(3-Aminosulfonilfenil)-N4-(4-cianoetileno-2-metilfenil)-5-fluoro-2,4-pirimidindiamina
- III-27
- N2-(4-Aminosulfonilfenil)-N4-(4-cianoetilenofenil)-5-metil-2,4-pirimidindiamina y su profármaco
- III-28
- N4-(3-Cloro-4-cianoetileno-fenil)-5-fluoro-N2-(4-metil-3-propionilaminosulfonilfenil)-2,4-pirimidindiamina
- III-29
- Sal sódica de N4-(3-cloro-4-cianoetileno-fenil)-5-fluoro-N2-(4-metil-3-propionilaminosulfonilfenil)-2,4pirimidindiamina
- III
- N4-(4-Cianoetileno-3-trifluorometilfenil)-5-fluoro-N2-(4-metil-3-aminosulfonilfenil)-2,4-pirimidindiamina
- III-31
- N4-(4-Cianoetileno-3-trifluorometilfenil)-5-fluoro-N2-(3-aminosulfonilfenil)-2,4-pirimidindiamina
- III-32
- N4-(4-Aminocarbonilaminometilfenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-33
- N4-(4-Aminocarbonilaminometilfenil)-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-34
- N4-(4-Aminocarbonilaminometilfenil)-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-35
- N2-(4-aminosulfonil)fenil-N4-(4-etilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-36
- N2-(3-aminosulfonil)fenil-N4-(4-etilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-37
- N2-(3-aminosulfonil-4-metil)fenil-N4-(4-etilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-38
- N2-(4-aminosulfonil)fenil-N4-(3-ciclopropilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-39
- N2-(3-aminosulfonil)fenil-N4-(3-ciclopropilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III
- N2-(3-aminosulfonil-4-metil)fenil-N4-(3-ciclopropilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-41
- N2-(4-aminosulfonil)fenil-N4-(4-ciclopropilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-42
- N2-(3-aminosulfonil)fenil-N4-(4-ciclopropilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-43
- N2-(3-aminosulfonil-4-metil)fenil-N4-(4-ciclopropilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-44
- N4-(4-Acrilamidometilfenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-45
- N4-(4-Acrilamidometilfenil)-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-46
- N4-(4-Acrilamidometilfenil)-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-47
- N4-[4-(2-Aminocarboxiletileno)fenil]-5-fluoro-N2-(4-metil-3-aminosulfonilfenil)-2,4-pirimidindiamina;
- III-48
- N4-[4-(2-Aminocarboxiletileno)fenil]-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina
- III-49
- N4-[4-(2-Aminocarboxiletileno)fenil]-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina
- III
- N2-(3-Aminosulfonilfenil)-5-fluoro-N-4-[4(1-metilpirazolil-3-aminocarbonilmetileno)fenil]-2,4-pirimidindiamina;
- III-51
- N2-(3-Aminosulfonilfenil)-N4-[(1-etilpirazolil-5-aminocarbonilmetileno)fenil]-5-fluoro-2,4-pirimidindiamina;
- III-52
- N2-(3-Aminosulfonil-4-metilfenil)-5-N4-[(1-etilpirazolil-5-aminocarbonilmetileno)fenil]-5-fluoro-2,4pirimidindiamina;
- III-53
- N4-{4-[2-(Aminocarboniloxi)etil]fenil}-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-54
- N4-{4-[2-(Aminocarboniloxi)etil]fenil}-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-55
- N4-{4-[2-(Aminocarboniloxi)etil]fenil}-N2-(3-aminosulfonil-4-clorofenil)-5-fluoro-2,4-pirimidindiamina;
- III-56
- N2-(3-Aminosulfonil-4-metilfenil)-N4-{4-[2-(dimetilaminocarboniloxi)etil]fenil}-5-fluoro-2,4-pirimidindiamina;
- III-57
- N2-(3-Aminosulfonilfenil)-N4-{4-[2-(dimetilaminocarboniloxi)etil]fenil}-5-fluoro-2,4-pirimidindiamina;
- III-58
- N2-(3-Aminosulfonil-4-clorofenil)-N4-{4-[2-(dimetilaminocarboniloxi)etil]fenil}-5-fluoro-2,4-pirimidindiamina;
- III-59
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{4-[2-(metilaminocarboniloxi)etil]fenil}-2,4-pirimidindiamina;
- III
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-{4-[2-(metilaminocarboniloxi)etil]fenil}-2,4-pirimidindiamina;
- III-61
- N2-(3-Aminosulfonil-4-clorofenil)-5-fluoro-N4-{4-[2-(metilaminocarboniloxi)etil]fenil}-2,4-pirimidindiamina;
- III-62
- N2-(3-Aminosulfonilfenil)-N4-(4-bencilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-63
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-bencilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-64
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(4-bencilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-65
- N2-(3-Aminosulfonil-4-metoxi-5-metilfenil)-N4-(4-bencilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-66
- N2-(3-Aminosulfonil-4-metoxifenil)-5-fluoro-N4-[4-(4-piridinilmetil)fenil]-2,4-pirimidindiamina;
28
- Comp.
- nombre
- III-67
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridinilmetil)fenil]-2,4-pirimidindiamina;
- III-68
- 5-Fluoro-N4-[4-(4-piridinilmetil)fenil]-N2-[(3-N-propanamido)sulfonilfenil)]-2,4-pirimidindiamina;
- III-69
- Sal sódica de 5-Fluoro-N4-[4-(4-piridinilmetil)fenil]-N2-[(3-N-propanamido)sulfonilfenil)]-2,4-pirimidindiamina;
- III-70
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridinilmetil)fenil]-2,4-pirimidindiamina;
- III-71
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridinilmetil)fenil]-2,4-pirimidindiamina;
- III-72
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridinilmetil)fenil]-2,4-pirimidindiamina;
- III-73
- Sal clorhidrato de N2-(3-aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridilmetil)fenil]-2,4-pirimidindiamina;
- III-74
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(4-piridinilmetil)fenil]-2,4-pirimidindiamina;
- III-75
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-5-fluoro-N4-[4-(4-piridinilmetil)fenil]-2,4-pirimidindiamina;
- III-76
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridinil)fenetil]-2,4-pirimidindiamina;
- III-77
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(4-piridinil)fenetil]-2,4-pirimidindiamina;
- III-78
- 5-Fluoro-N2-[3-N-(metil)aminosulfonil-4-metilfenil]-N4-[4-(4-piridinil)fenetil]-2,4-pirimidindiamina;
- III-79
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridinil)fenetil]-2,4-pirimidindiamina;
- III-80
- Preparación de N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-oxido-4-piridilmetil)fenil]-2,4-pirimidindiamina;
- III-81
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-imidazolilmetil)fenil]-2,4-pirimidindiamina;
- III-82
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(1-imidazolilmetil)fenil]-2,4-pirimidindiamina;
- III-83
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-5-fluoro-N4-[4-(1-imidazolilmetil)fenil]-2,4pirimidindiamina;
- III-84
- N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(1-imidazolilmetil)fenil]-2,4-pirimidindiamina;
- III-85
- Clorhidrato de 5-fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[4-(1-imidazolilmetil)fenil]-2,4pirimidindiamina
- III-86
- Diclorhidrato de 5-fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[4-(1-imidazolilmetil)fenil]-2,4pirimidindiamina
- III-87
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-imidazolil)fenetil]-2,4-pirimidindiamina;
- III-88
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(1-imidazolil)fenetil]-2,4-pirimidindiamina;
- III-89
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[4-(1-imidazolil)fenetil]-2,4-pirimidindiamina;
- III-90
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-imidazolil)fenetil]-2,4-pirimidindiamina;
- III-91
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(2-metil-1-imidazolilmetil)fenil]-2,4-pirimidindiamina;
- III-92
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-metil-1-imidazolilmetil)fenil]-2,4-pirimidindiamina;
- III-93
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[4-(2-metil-1-imidazolilmetil)fenil]-2,4pirimidindiamina;
- III-94
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-metil-1-imidazolilmetil)fenil]-2,4-pirimidindiamina;
- III-95
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{4-[1-(1,2,3-triazolil)metil]fenil}-2,4-pirimidindiamina;
- III-96
- N2-4-Aminosulfonilfenil)-5-fluoro-N4-{4-[1-(1,2,3-triazolil)metil]fenil}-2,4-pirimidindiamina;
- III-97
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-{4-[1-(1,2,3-triazolil)metil]fenil}-2,4-pirimidindiamina;
- III-98
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-{4-[1-(1,2,3-triazolil)metil]fenil}-2,4-pirimidindiamina;
- III-99
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-{4-[1-(1,2,4-triazolil)metil]fenil}-2,4-pirimidindiamina;
- III-100
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-{4-[1-(1,2,4-triazolil)metil]fenil}-2,4-pirimidindiamina;
- III-101
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{4-[1-(1,2,4-triazolil)metil]fenil}-2,4-pirimidindiamina;
- III-102
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-{4-[1-(1,2,4-triazolil)metil]fenil}-2,4-pirimidindiamina;
- III-103
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-N-morfolinometilenofenil)-2,4-pirimidindiamina;
- III-104
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-N-morfolinometilenofenil)-2,4-pirimidindiamina;
- III-105
- N2-(3-Aminosulfonil-4-metilenooxifenil)-5-fluoro-N4-(4-N-morfolinometilenofenil)-2,4-pirimidindiamina;
- III-106
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)etilenofenil]-2,4-pirimidindiamina;
- III-107
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-tiomorfolinometilenofenil)-2,4-pirimidindiamina;
- III-108
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-tiomorfolinometilenofenil)-2,4-pirimidindiamina;
- III-109
- N2-(3-Aminosulfonil-4-metiloxifenil)-5-fluoro-N4-(4-tiomorfolinometilenofenil)-2,4-pirimidindiamina;
- III-110
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-{4-[(1,1-dioxotiomorfolin-4-il-)metil]fenil}-2,4-pirimidindiamina;
- III-111
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{4-[(1,1-dioxotiomorfolin-4-il-)metil]fenil}-2,4-pirimidindiamina;
- III-112
- N2-(3-Aminosulfonil-4-metiloxifenil)-5-fluoro-N4-{4-[(1,1-dioxotiomorfolin-4-il-)metil]fenil}-2,4pirimidindiamina;
- III-113
- N4-(3-Aminocarbonilaminometil)fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-114
- N4-(3-Aminocarbonilaminometil)fenil-N2-(3-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-115
- N4-(3-aminocarbonilaminometil)fenil-N2-(3-aminosulfonil-4-metil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-116
- N2-(4-Aminosulfonil)fenil-N4-(3-etilaminocarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-117
- N2-(3-Aminosulfonil)fenil-N4-(3-etilaminocarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-118
- N2-(3-aminosulfonil-4-metil)fenil-N4-(3-etilaminocarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina;
- III-119
- N2-(4-Aminosulfonilfenil)-N4-(4-etilaminocarbonilaminometilfenil]-5-fluoro-2,4-pirimidindiamina;
- III-120
- N2-(3-Aminosulfonilfenil]-N4-(4-etilaminocarbonilaminometilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-121
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-etilaminocarbonilaminometilfenil)-5-fluoro-2,4-pirimidindiamina;
- III-122
- N2-(4-aminosulfonil)fenil-N4-[4-(2-etilaminocarbonilamino)etil]fenil-5-fluoro-2,4-pirimidindiamina;
- III-123
- N2-(3-aminosulfonil)fenil-N4-[4-(2-etilaminocarbonilamino)etil]fenil-5-fluoro-2,4-pirimidindiamina;
29
- Comp.
- nombre
- III-124
- N2-(3-aminosulfonil-4-metil)fenil-N4-[4-(2-etilaminocarbonilamino)etil]fenil-5-fluoro-2,4-pirimidindiamina;
- III-125
- N2-(4-aminosulfonil)fenil-N4-[4-(N-carbamoil-N-propil)aminometil]fenil-5-fluoro-2,4-pirimidindiamina;
- III-126
- N2-(3-aminosulfonil)fenil-N4-[4-(N-carbamoil-N-propil)aminometil]fenil-5-fluoro-2,4-pirimidindiamina;
- III-127
- N2-(3-aminosulfonil-4-metil)fenil-N4-[4-(N-carbamoil-N-propil)aminometil]fenil-5-fluoro-2,4-pirimidindiamina;
- III-128
- Sal del ácido p-toluenosulfónico de N2-(3-aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridilmetil)fenil]-2,4pirimidindiamina;
- III-129
- Sal del ácido metanosulfónico de N2-(3-aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridilmetil)fenil]-2,4pirimidindiamina;
- IV-1
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[3-(1,3-oxazol-5-il)fenil]-2,4-pirimidindiamina;
- IV-2
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-(1,3-oxazol-5-il)fenil]-2,4-pirimidindiamina;
- IV-3
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[3-(1,3-oxazol-5-il)fenil]-2,4-pirimidindiamina;
- IV-4
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[3-(1,3-oxazol-5-il)fenil]-2,4-pirimidindiamina;
- IV-5
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(1,3-oxazol-5-il)fenil]-2,4-pirimidindiamina;
- IV-6
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(1,3-oxazol-5-il)fenil]-2,4-pirimidindiamina;
- IV-7
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[4-(1,3-oxazol-5-il)fenil]-2,4-pirimidindiamina;
- IV-8
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(1,3-oxazol-5-il)fenil]-2,4-pirimidindiamina;
- IV-9
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[3-(N,N-dimetilaminosulfonil)fenil]-2,4-pirimidindiamina;
- IV-10
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-(N,N-dimetilaminosulfonil)fenil]-2,4-pirimidindiamina;
- IV-11
- N2-(3-Aminosulfonilenil)-5-fluoro-N4-[3-(N-metilaminosulfonil)fenil]-2,4-pirimidindiamina;
- IV-12
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-(N-metilaminosulfonil)fenil]-2,4-pirimidindiamina;
- V-1
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[2-(5-metilisoxazol-3-il)metilenooxipiridin-5-il]-2,4pirimidindiamina;
- V-2
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-oxo-4-(2-piridilmetil)-benz[1,4]oxazin-6-il]-2,4pirimidindiamina;
- V-3
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-oxo-4-(2-piridilmetil)-benz[1,4]oxazin-6-il]-2,4pirimidindiamina;
- V-4
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[2-metil-3-oxo-4-(4-metoxibencil)-benz[1,4]oxazin-6-il]-2,4pirimidindiamina racémica;
- V-5
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[2-metil-3-oxo-4-(4-metoxibencil)-benz[1,4]oxazin-6-il]-2,4pirimidindiamina racémica;
- V-6
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(3-oxo-4-cianometil-benz[1,4]oxazin-6-il]-2,4-pirimidindiamina;
- V-7
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(3-oxo-4-cianometil-benz[1,4]oxazin-6-il]-2,4-pirimidindiamina;
- V-8
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-oxo-4-cianometil-benz[1,4]oxazin-6-il]-2,4-pirimidindiamina;
- V-9
- (R/S)-N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[2-metil-3-oxo-4-(4-metoxibencil)-benzo[1,4]tiazin-6-il]2,4-pirimidindiamina;
- V-10
- (R/S)-N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[2-metil-3-oxo-4-(4-metoxibencil)-benzo[1,4]tiazin-6-il]-2,4pirimidindiamina;
- V-11
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(3-oxo-4-cianometil-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- V-12
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(3-oxo-4-cianometil-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- V-13
- N2-(3-Aminosulfonil4-metilfenil)-5-fluoro-N4-(3-oxo-4-cianometil-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- V-14
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[2,2-dimetil-3-oxo-4-cianometil-5-pirid[1,4]oxazin-7-il]-5-fluoro-2,4pirimidindiamina;
- V-15
- N2-(3-Aminosulfonil-4-clorofenil)-N4-[2,2-dimetil-3-oxo-4-cianometil-5-pirid[1,4]oxazin-7-il]-5-fluoro-2,4pirimidindiamina;
- V-16
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(2-cianoetileno-benzotiofen-5-il)-5-fluoro-2,4-pirimidindiamina
- V-17
- N-2-(3-aminosulfonilfenil)-N4-[2,2-dimetil-3-oxo-4H-pirid[1,4]oxazin-7-il]-5-fluoro-2,4-pirimidindiamina;
- V-18
- N-2-(3-aminosulfonil-4-metilfenil)-N4-[2,2-dimetil-3-oxo-4H-pirid[1,4]oxazin-7-il]-5-fluoro-2,4pirimidindiamina;
- V-19
- (4R)-N2-(3-aminosulfonil-4-metilfenil)-N4-(1-cianometilenocarbonil-4-metilpiperidin-3-il)-5-fluoro-2,4pirimidindiamina) o (4S)-N2-(3-aminosulfonil-4-metilfenil)-N4-(1-cianometilenocarbonil-4-metilpiperidin-3-il)5-fluoro-2,4-pirimidindiamina)
- VIII-1
- 5-Fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-N2-(sacarin-6-il)-2,4-pirimidindiamina; y
- VIII-2
- N4-(3-Cloro-4-cianometilenooxifenil)-5-fluoro-N2-(5-metil-2H-1,1-dióxido-1,2,4-benzotiadiazin-7-il)-2,4pirimidindiamina.
Otra realización de la invención proporciona compuestos seleccionados entre el grupo que consiste en:
- Comp.
- Nombre
- VI-1
- 5-Fluoro-N4-(3-hidroxifenil)-N2-[4-(N-metil)aminosulfonil-3-metoxifenil]-2,4-pirimidindiamina;
- VI-2
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-3
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(3,4-diclorofenil)-5-fluoro-2,4-pirimidindiamina;
- VI-4
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
30
- Comp.
- Nombre
- VI
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-cloro-3-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-6
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3,4-diclorofenil)-5-fluoro-2,4-pirimidindiamina;
- VI-7
- N4-(3-Cloro-4-metoxifenil)-5-fluoro-N2-[3-(N-metoxicarbonilmetileno)aminosulfonilfenil]-2,4pirimidindiamina;
- VI-8
- N4-(3,4-Diclorofenil)-5-fluoro-N2-[3-(N-metoxicarbonilmetileno)aminosulfonilfenil]-2,4-pirimidindiamina;
- VI-9
- N4-(3-Cloro-4-metoxifenil)-5-fluoro-N2-[3-(4-metilpiperidin-1-il)aminosulfonilfenil]-2,4-pirimidindiamina;
- VI
- N4-(3,4-Diclorofenil)-5-fluoro-N2-[3-(4-metilpiperidin-1-il)aminosulfonilfenil]-2,4-pirimidindiamina;
- VI-11
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(4-cloro-3-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-12
- N2-[3-(N-Acetil)aminosulfonil-4-clorofenil]-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-13
- N2-(3-Aminosulfonil-5-cloro-4-metilfenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-14
- N2-(3-Aminosulfonil-5-cloro-4-metilfenil)-N4-(3-cloro-4-trifluorometoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI
- N2-(3-Aminosulfonil-4-fluoro-5-metilfenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-16
- N2-(3-Aminosulfonil-4-fluoro-5-metilfenil)-N4-(3-cloro-4-trifluorometoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-17
- N2-(3-Aminosulfonil-4-cloro-5-metilfenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-18
- N2-(3-Aminosulfonil-4-cloro-5-metilfenil)-N4-(3-cloro-4-trifluorometoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-19
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-N4-metil-2,4-pirimidindiamina;
- VI
- N2-(3-Aminosulfonil-4-fluoro-5-metilfenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-N4-metil-2,4-pirimidindiamina;
- VI-21
- N2-(3-Aminosulfonil-4-cloro-5-metilfenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-N4-metil-2,4-pirimidindiamina;
- VI-22
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-N4-propil-2,4-pirimidindiamina;
- VI-23
- N2-(3-Aminosulfonil-4-fluoro-5-metilfenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-N4-propil-2,4-pirimidindiamina;
- VI-24
- N2-(3-Aminosulfonilfenil)-5-carboetoxi-N4-(N-carboetoximetileno-N-3-cloro-4-metoxifenil)-2,4pirimidindiamina;
- VI
- N2-(3-Aminosulfonil-4-metilfenil)-5-carboetoxi-N4-(N-carboetoximetileno-N-3-cloro-4-metoxifenil)-2,4pirimidindiamina;
- VI-26
- N2-(3-aminosulfonilfenil)-5-bromo-N4-(3-cloro-4-metoxifenil)-2,4-pirimidindiamina;
- VI-27
- 2-(3-aminosulfonil-4-metilfenil)-5-bromo-N4-(3-cloro-4-metoxifenil)-2,4-pirimidindiamina;
- VI-28
- N2-(3-Aminosulfonilfenil)-N4-(3-cloro-4-metoxifenil)-5-trimetilsililacetileno-2,4-pirimidindiamina;
- VI-29
- N2-(3-Aminosulfonil-4-metoxifenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI
- N2-(3-Aminosulfonil-4-metoxi-5-metilfenil)-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-31
- N2-(3-Aminosulfonilpirid-4-il)-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-32
- N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-trofluorometoxifenil)-2,4-pirimidindiamina;
- VI-33
- N2-(3-aminosulfonilfenil)-5-fluoro-N4-(4-trofluorometoxifenil)-2,4-pirimidindiamina;
- VI-34
- N2-(3-Aminosulfonil-4-metoxi-5-metilfenil)-5-fluoro-N4-(4-trifluorometilfenil)-2,4-pirimidindiamina;
- VI
- N2-(3-Aminosulfonilfenil)-N4-(4-terc-butilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI-36
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(4-terc-butilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI-37
- N2-(3-Aminosulfonil-4-metoxi-5-metilfenil)-N4-(4-terc-butilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI-38
- N2-(3-Aminosulfonilfenil)-N4-(4-cloro-3-trifluorometilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI-39
- N2-(3-Aminosulfonil-4-metil-fenil)-N4-(4-cloro-3-trifluorometilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI
- N2-(3-Aminosulfonil-4-metoxi-5-metilfenil)-N4-(4-cloro-3-trifluorometil-fenil)-5-fluoro-2,4-pirimidindiamina;
- VI-41
- N2-(3-Aminosulfonil-4-clorofenil)-5-fluoro-N4-(4-trifluorofenil)-2,4-pirimidindiamina;
- VI-42
- N2-(3-Aminosulfonil-4-clorofenil)-5-fluoro-N4-(4-trifluorometoxifenil)-2,4-pirimidindiamina;
- VI-43
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(4-terc-butilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI-44
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(3-cloro-4-trifluorometil-fenil)-5-fluoro-2,4-pirimidindiamina;
- VI
- N2-(3-Aminosulfonil-4-iso-propilfenil)-N4-(3-cloro-4-metoxi-fenil)-5-fluoro-2,4-pirimidindiamina;
- VI-46
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-trifluorometilmetilenooxifenil)-2,4-pirimidindiamina;
- VI-47
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-trifluorometilmetilenooxifenil)-2,4-pirimidindiamina;
- VI-48
- N2-(3-Aminosulfonil-4-clorofenil)-5-fluoro-N4-(4-trifluorometilmetilenooxifenil)-2,4-pirimidindiamina;
- VI-49
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-(metilaminocarboniloximetil)fenil]-2,4-pirimidindiamina;
- VI
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-trifluorometilfenil)-2,4-pirimidindiamina;
- VI-51
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-trifluorometilfenil)-2,4-pirimidindiamina;
- VI-52
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-hidroximetilfenil)-2,4-pirimidindiamina;
- VI-53
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina;
- VI-54
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-vinilfenil)-2,4-pirimidindiamina;
- VI
- N2-(3-Aminosulfonil-4-clorofenil)-5-fluoro-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina;
- VI-56
- 5-Fluoro-N2-(4-metil-3-propionilaminosulfonilfenil)-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina;
- VI-57
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina;
- VI-58
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-metil-4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina;
- VI-59
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[3-cloro-4-(prop-2-iniloxi)fenil]-5-fluoro-2,4-pirimidindiamina;
- VI
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-fluoro-4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina;
- VI-61
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(but-2-iniloxi)fenil]-5-fluoro-2,4-pirimidindiamina;
- VI-62
- N2-[3-propionilaminosulfonil-4-metilfenil]-5-fluoro-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina;
- VI-63
- N2-[3-Aminosulfonil-4-(2-propil)fenil]-5-fluoro-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina;
31
- Comp.
- Nombre
- VI-64
- N4-{4-[2-(Dimetilaminocarboniloxi)etil]fenil}-5-fluoro-N2-(3-propionilaminosulfonilfenil)-2,4-pirimidindiamina;
- VI-65
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(prop-2-inilamino)fenil]-2,4-pirimidindiamina;
- VI-66
- Sal sódica de N4-{4-[2-(dimetilaminocarboniloxi)etil]fenil}-5-fluoro-N2-(3-propionilaminosulfonilfenil)-2,4pirimidindiamina
- VI-67
- N2-(3-Aminosulfonil-4-metilfenil)-N4-{4-[bis(prop-2-inil)amino]fenil}-5-fluoro-2,4-pirimidindiamina;
- VI-68
- 5-Fluoro-N2-(4-metil-3-metilaminosulfonilfenil)-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina;
- VI-69
- 5-Fluoro-N2-{[4-metil-3-((1-metilpiperidin-4-il)aminosulfonil)]fenil}-N4-[4-(prop-2-iniloxi)fenil]-2,4pirimidindiamina;
- VI-70
- N2-[3-Aminosulfonil-4-(1-metilpiperazin-4-il)fenil]-5-fluoro-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina;
- VI-71
- N4-{4-[2-(Aminocarbonilamino)etil]fenil}-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI-72
- N4-{4-[2-(Aminocarbonilamino)etil]fenil}-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI-73
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{4-[(prop-2-iniloxi)carbonilaminometil]fenil}-2,4pirimidindiamina;
- VI-74
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-{4-[(prop-2-iniloxi)carbonilaminometil]fenil}-2,4-pirimidindiamina;
- VI-75
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(prop-2-inilaminosulfonil)fenil]-2,4-pirimidindiamina;
- VI-76
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(prop-2-inilaminosulfonil)fenil]-2,4-pirimidindiamina;
- VI-77
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(prop-2-inilaminosulfonil)fenil]-2,4-pirimidindiamina;
- VI-78
- 5-Fluoro-N2-[3-(prop-2-inilaminosulfonil)fenil]-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina;
- VI-79
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-(prop-2-inilaminosulfonil)fenil]-2,4-pirimidindiamina;
- VI-80
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[3-(prop-2-inilaminosulfonil)fenil]-2,4-pirimidindiamina;
- VI-81
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[3-(prop-2-inilaminosulfonil)fenil]-2,4-pirimidindiamina;
- VI-82
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-fluoropropil)fenil]-2,4-pirimidindiamina;
- VI-83
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-fluoropropil)fenil]-2,4-pirimidindiamina;
- VI-84
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(3-fluoropropil)fenil]-2,4-pirimidindiamina;
- VI-85
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-hidroxipropil)fenil]-2,4-pirimidindiamina;
- VI-86
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-hidroxipropil)fenil]-2,4-pirimidindiamina;
- VI-87
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(3-hidroxipropil)fenil]-2,4-pirimidindiamina;
- VI-88
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-hidroxibutil)fenil]-2,4-pirimidindiamina;
- VI-89
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-hidroxibutil)fenil]-2,4-pirimidindiamina;
- VI-90
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(4-hidroxibutil)fenil]-2,4-pirimidindiamina;
- VI-91
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-fluorobutil)fenil]-2,4-pirimidindiamina;
- VI-92
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-fluorobutil)fenil]-2,4-pirimidindiamina;
- VI-93
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(4-fluorobutil)fenil]-2,4-pirimidindiamina;
- VI-94
- N2-(4-aminosulfonil)fenil-5-fluoro-N4-(4-tiometilcarbonil)fenil-2,4-pirimidindiamina;
- VI-95
- N2-(3-aminosulfonil-4-metil)fenil-5-fluoro-N4-(4-tiometilcarbonil)fenil-2,4-pirimidindiamina;
- VI-96
- N2-(3-Butilaminosulfonilfenil)-N4-(3-ciano-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI-97
- N2-(3-Butilaminosulfonilfenil)-N4-(3-cloro-4-fluorofenil)5-fluoro-2,4-pirimidindiamina;
- VI-98
- N2-(3-Aminosulfonilfenil)-N4-(3-ciano-4-fluorofenil)-5-fluoro-2,4-pirimidindiamina;
- VI-99
- N2-(3-Aminosulfonilfenil)-N4-(3-ciano-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI-100
- N2-(3-Aminosulfonil-4-fluorofenil)-5-fluoro-N4-(4-hidroxifenil)-2,4-pirimidindiamina;
- VI-101
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-hidroxifenil)-2,4-pirimidindiamina;
- VI-102
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-hidroxifenil]-2,4-pirimidindiamina;
- VI-103
- N4-[4(2-Cianoetil)-3-metilfenil]-5-fluoro-N2-(4-metil-3-propionilaminosulfonilfenil)-2,4-pirimidindiamina;
- VI-104
- Sal sódica de N4-[4-(2-cianoetil)-3-metilfenil]-5-fluoro-N2-(4-metil-3-propionilaminosulfonilfenil)-2,4pirimidindiamina;
- VI-105
- N4-(3,4-diclorofenil)-N4-metil-5-fluoro-N2-[3-(N,N-dietil)aminosulfonil-4-metoxifenil]-2,4-pirimidindiamina;
- VI-106
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(4-metoxi-3-clorofenil]-2,4-pirimidindiamina;
- VI-107
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-metoxi-3-clorofenil]-2,4-pirimidindiamina;
- VI-108
- N4-(3-cloro-4-metoxifenil)-N2-(3-N,N-dietilaminosulfonil-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VI-109
- N2-(4-Aminosulfonilfenil)-N4-(3,4-diclorofenil)-5-fluoro-2,4-pirimidindiamina;
- VI-110
- N2-(3-Aminosulfonilfenil)-N4-(3,4-diclorofenil)-5-fluoro-2,4-pirimidindiamina;
- VI-111
- N2-(3-Aminosulfonil-4-clorofenil)-5-fluoro-N4-[4-(2-metoxietilenooxi)fenil]-2,4-pirimidindiamina;
- VI-112
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(2-metoxietilenooxi)fenil]-2,4-pirimidindiamina;
- VI-113
- N2,N4-Bis-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI-114
- N2,N4-Bis-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- VI-115
- N2,N4-Bis-(3-aminosulfonil-4-clorofenil)-5-fluoro-2,4-pirimidindiamina;
- VI-116
- N2-[3-Aminosulfonil-4-(4-metilpiperazin-1-il)fenil]-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina;
- VII-1
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[(2S,4R)-1-(2-cianoacetil)-2-metoxicarbonilpirrolidin-4-il)-5-fluoro-2,4pirimidindiamina;
- VII-2
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[(2S,4S)-1-(2-cianoacetil)-2-metoxicarbonilpirrolidin-4-il]-5-fluoro-2,4pirimidindiamina;
- VII-3
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(1-bencil-4-metilpiperidin-3-il)-5-fluoro-2,4-pirimidindiamina racémica;
32
- Comp.
- Nombre
- VII-4
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-metilpiperidin-3-il)-2,4-pirimidindiamina racémica;
- VII-5
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(1-cianometilenocarbonil-4-metilpiperidin-3-il)-5-fluoro-2,4pirimidindiamina racémica;
- VII-6
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(2-metoxipirid-5-il)-2,4-pirimidindiamina;
- VII-7
- N2-(3-Aminosulfonilfenil)-N4-(2-amino-3-metoxipirid-6-il)-5-fluoro-2,4-pirimidindiamina;
- VII-8
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(2-amino-3-metoxipirid-6-il)-5-fluoro-2,4-pirimidindiamina;
- VII-9
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[2-amino-3-metoxipirid-6-il]-5-fluoro-2,4-pirimidindiamina (66);
- VII
- N4-(2-Amino-3-metoxipirid-6-il)-N2-[3-(etoxicarbonilmetileno)aminosulfonilfenil)-5-fluoro-2,4pirimidindiamina;
- VII-11
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(2,2,4-trimetil-1,1,3-trioxo-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- VII-12
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(2,2,4-trimetil-1,1,3-trioxo-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- VII-13
- N2-(4-aminosulfonil)fenil-N4-[(N-etilsulfonil)-1,2,3,4-tetrahidroisoquinolin-6-il]-5-fluoro-2,4-pirimidindiamina
- VII-14
- N2-(3-aminosulfonil)fenil-N4-[(N-etilsulfonil)-1,2,3,4-tetrahidroisoquinolin-6-il]-5-fluoro-2,4-pirimidindiamina
- VII-15
- N2-(3-aminosulfonil-4-metil)fenil-N4-[(N-etilsulfonil)-1,2,3,4-tetrahidroisoquinolin-6-il]-5-fluoro-2,4pirimidindiamina
- VII-16
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(1,2,3,4-tetrahidroisoquin-7-il)-2,4-pirimidindiamina;
- VII-17
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[2-(metilaminocarbonil)-1,2,3,4-tetrahidroisoquin-7-il]-2,4pirimidindiamina;
- VII-18
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[2-(dimetilaminocarbonil)-1,2,3,4-tetrahidroisoquin-7-il]-2,4pirimidindiamina;
- VII-19
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[1-(metilaminocarbonil)-1,2,3,4-tetrahidroquin-6-il]-2,4pirimidindiamina;
- VII
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[1-(metilaminocarbonil)-1,2,3,4-tetrahidroquin-6-il]-2,4pirimidindiamina;
- VII-21
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[3,4-dihidro-(1H)-quinolin-2-ona-6-il]-5-fluoro-2,4-pirimidindiamina
- VII-22
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[1-(3-metoxipropil)indazolin-5-il]-2,4-pirimidindiamina;
- VII-23
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[1-(2-metoxietil)indazolin-5-il]-2,4-pirimidindiamina;
- VII-24
- N4-(3,4-Etilendioxifenil)-5-fluoro-N2-[4-(pirrolidin-1-ilsulfonil)fenil]-2,4-pirimidindiamina;
- VII-26
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[2-(N,N-dimetilaminocarbonil)-2,3-dihidrobenzofuran-5-il]-5-fluoro-2,4pirimidindiamina racémica;
- VII-27
- N2-(3-Aminosulfonil-4-clorofenil)-N4-[2-(N,N-dimetilaminocarbonil)-2,3-dihidrobenzofuran-5-il]-5-fluoro-2,4pirimidindiamina racémica;
- VII-28
- N2-(3-Aminosulfonilfenil)-N4-(croman-4-amina-6-il)-5-fluoro-2,4-pirimidindiamina;
- VII-29
- N2-(4-Aminosulfonilfenil)-N4-(croman-4-amina-6-il)-5-fluoro-2,4-pirimidindiamina;
- VII
- N2-(3-Aminosulfonil-4-metilfenil)-5-metil-N4-(3-oxo-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina;
- VII-31
- N2-(4-Aminosulfonilfenil)-5-metil-N4-(3-oxo-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina;
- VII-32
- N2-(3-Aminosulfonilfenil)-5-metil-N4-(3-oxo-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina;
- VII-33
- N2-(3-Aminosulfonil-4-metilfenil)-5-metil-N4-(4-metil-3-oxo-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- VII-34
- N2-(4-Aminosulfonilfenil)-5-metil-N4-(4-metil-3-oxo-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- VII-35
- N2-(3-Aminosulfonilfenil)-5-metil-N4-(4-metil-3-oxo-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- VII-36
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(3-oxo-4-cianometil-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- VII-38
- N2-(3-Aminosulfonil-4-metoxi-5-metilfenil)-N4-(2,2-difluoro-4H-benz[1,4]oxazin-3-on-6-il)-5-fluoro-2,4pirimidindiamina;
- VII-39
- 5-Amino-N2-(3-amionsulfonilfenil)-N4-(2,2-dimetil-3-oxo-4H-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina;
- VII
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(4-metil-3-oxo-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina;
- VII-41
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-metil-3-oxo-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina;
- VII-42
- N2-(3-Aminosulfonilfenil)-N4-[2,2,4-trimetil-3-oxo-5-pirid[1,4]oxazin-7-il]-5-fluoro-2,4-pirimidindiamina;
- VII-43
- N2-(4-Aminosulfonilfenil)-N4-[2,2,4-trimetil-3-oxo-5-pirid[1,4]oxazin-5-il]-5-fluoro-2,4-pirimidindiamina;
- VII-44
- N2-(3-Aminosulfonil-4-metil-fenil)-5-fluoro-N4-(3-oxo-4H-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- VII-45
- N2-(3-Aminosulfonil-4-metil-fenil)-5-fluoro-N4-(3-oxo-4H-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- VII-46
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(2,2,4-trimetil-1,1,3-trioxo-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- VII-47
- N2-(4-Aminosulfonilfenil)-N4-cianometil-5-fluoro-N4-[3-oxo-4-metil-benzo[1,4]tiazin-6-il]-2,4pirimidindiamina;
- VII-48
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(4-metil-3-oxo-benz[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- VII-49
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-metil-3-oxo-benz[1,4]tiazin-6-il)-2,4-pirimidindiamina;
- VII
- 5-Fluoro-N4-(4-metil-3-oxo-benz[1,4]tiazin-6-il)-N2-(3-piperidinosulfonilfenil)-2,4-pirimidindiamina;
- VII-51
- N2-(3-Aminosulfonilfenil)-N4-[2,2-dimetil-3-oxo-4H-5-pirid[1,4]oxazin-7-il]-5-fluoro-2,4-pirimidindiamina;
- VII-52
- N2-(4-Aminosulfonilfenil)-N4-[2,2-dimetil-3-oxo-4H-5-pirid[1,4]oxazin-7-il]-5-fluoro-2,4-pirimidindiamina;
- VII-53
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(2-cianobenzofuran-5-il)-5-fluoro-2,4-pirimidindiamina;
- VII-54
- N2-(3-Aminosulfonilfenil)-N4-(2-aminocarbonilbenzofurano-5-il)-5-fluoro-2,4-pirimidindiamina;
- VII-55
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-piridinilmetil)benzo[1,4]oxazin-7-il]-2,4-pirimidindiamina;
- VII-56
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-piridinilmetil)benzo[1,4]oxazin-7-il]-2,4-pirimidindiamina;
33
- Comp.
- Nombre
- VII-57
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(benzotiofen-5-il)-5-fluoro-2,4-pirimidindiamina;
- VII-58
- N2-(3-Aminosulfonilfenil)-N4-(benzotiofen-5-il)-5-fluoro-2,4-pirimidindiamina;
- VII-59
- N2-(4-Aminosulfonilfenil)-N4-(4-N-terc-butoxicarbonilamino-3,4-dihidro-2H-1-benzopiran-6-il)-5-fluoro-2,4pirimidindiamina;
- VII-60
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-metilsulfonil)indolin-5-il]-2,4-pirimidindiamina;
- VII-61
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(1-metilsulfonil)indolin-5-il]-2,4-pirimidindiamina;
- VII-62
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[4-(1-metilsulfonil)indolin-5-il]-2,4-pirimidindiamina;
- VII-63
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-metilsulfonil)indolin-5-il]-2,4-pirimidindiamina;
- VII-64
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(quinolin-2-il)-2,4-pirimidindiamina;
- VII-65
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(quinolin-3-il)-2,4-pirimidindiamina;
- VII-66
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(quinolin-3-il)-2,4-pirimidindiamina;
- VII-67
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(quinolin-5-il)-2,4-pirimidindiamina;
- VII-68
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(quinolin-5-il)-2,4-pirimidindiamina;
- VII-69
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(quinolin-6-il)-2,4-pirimidindiamina;
- VII-70
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(quinolin-6-il)-2,4-pirimidindiamina;
- VII-71
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(2-metilquinolin-6-il)-2,4-pirimidindiamina;
- VII-72
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(2-metilquinolin-6-il)-2,4-pirimidindiamina;
- VII-73
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(2-hidroxi-4-metilquinolin-6-il)-2,4-pirimidindiamina
- VII-74
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(2-hidroxi-4-metilquinolin-6-il)-2,4-pirimidindiamina
- VII-75
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(2-N,N'-dimetilamina-quinolin-6-il)-5-fluoro-2,4-pirimidindiamina
- VII-76
- N2-(3-Aminosulfonilfenil)-N4-(2-N,N'-dimetilamina-quinolin-6-il)-5-fluoro-2,4-pirimidindiamina
- VII-77
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(quinolin-8-il)-2,4-pirimidindiamina;
- VII-78
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(quinolin-8-il)-2,4-pirimidindiamina;
- VII-79
- N2-(3-Aminosulfonil-4-fluorofenil)-5-fluoro-N4-(quinolin-8-il)-2,4-pirimidindiamina;
- VII-80
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(2-metilquinolin-8-il)-2,4-pirimidindiamina;
- VII-81
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(2-metilquinolin-8-il)-2,4-pirimidindiamina;
- VII-82
- (1R,2R,3S,4S) N4-(3-Aminocarbonilbiciclo[2.2.1]hept-5-en-2-il)-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro2,4-pirimidindiamina;
- VII-83
- (1R,2R,3S,4S) N2-(3-Aminosulfonil-4-metoxi-5-metilfenil)-N4-(3-aminocarbonilbiciclo[2.2.1]hept-5-eno-2-il)5-fluoro-2,4-pirimidindiamina; y
- VIII-3
- N4-(3-Cloro-4-metoxifenil)-5-fluoro-N2-(5-metil-2H-1,1-dioxo-1,2,4-benzotiadiazin-7-il)-2,4-pirimidindiamina.
Otro aspecto más de la invención proporciona compuestos seleccionados entre el grupo que consiste en:
- Comp.
- nombre
- IX-1
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[1-(propin-3-il)indol-5-il]-2,4-pirimidindiamina;
- IX-2
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[1-(propin-3-il)indol-5-il]-2,4-pirimidindiamina;
- IX-3
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[1-(propin-3-il)indol-6-il]-2,4-pirimidindiamina;
- IX-4
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[1-(propin-3-il)indol-6-il]-2,4-pirimidindiamina;
- IX-5
- N2-(3-Aminosulfonilfenil)-N4-(1-cianometilenoindol-5-il)-5-fluoro-2,4-pirimidindiamina;
- IX-6
- N2-(4-Aminosulfonilfenil)-N4-(1-cianometilenoindol-5-il)-5-fluoro-2,4-pirimidindiamina;
- IX-7
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(1-cianometilenoindol-5-il)-5-fluoro-2,4-pirimidindiamina;
- IX-8
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(1-cianometilenoindol-5-il)-5-fluoro-2,4-pirimidindiamina;
- IX-9
- N4-[3-(Aminocarbonil)-1H-indol-6-il]-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- IX-10
- N4-[3-(Aminocarbonil)-1H-indol-6-il]-N2-(3-aminosulfonil-4-clorofenil)-5-fluoro-2,4-pirimidindiamina;
- IX-11
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cianometil-1H-indol-6-il)-5-fluoro-2,4-pirimidindiamina;
- IX-12
- N2-(3-Aminosulfonilfenil)-N4-(3-cianometil-1H-indol-6-il)-5-fluoro-2,4-pirimidindiamina;
- IX-13
- N2-(3-Aminosulfonilfenil)-N4-(3-cianometil-1H-indol-5-il)-5-fluoro-2,4-pirimidindiamina;
- IX-14
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cianometil-1H-indol-5-il)-5-fluoro-2,4-pirimidindiamina;
- IX-15
- N2-(3-Aminosulfonilfenil)-N4-(3-cianometil-1H-indol-7-il)-5-fluoro-2,4-pirimidindiamina;
- IX-16
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cianometil-1H-indol-7-il)-5-fluoro-2,4-pirimidindiamina;
- IX-17
- N2-[3-Aminosulfonil-4-(4-metilpiperazin-1-il)fenil]-N4-(3-cianometileno-1H-indol-6-il)-5-fluoro-2,4pirimidindiamina;
- IX-18
- N2-[3-Aminosulfonil-4-(4-metilpiperazin-1-il)fenil]-N4-(3-cianometileno-1H-indol-7-il)-5-fluoro-2,4pirimidindiamina;
- IX-19
- N4-(3-cianometileno-1H-indol-5-il)-5-fluoro-N2-[3-(1-metil-4-aminopiperidina)sulfonil-4-metilfenil]-2,4pirimidindiamina;
- IX-20
- N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cianometil-1-metil-indol-5-il)-5-fluoro-2,4-pirimidindiamina;
- IX-21
- N2-(3-Aminosulfonil-4-clorofenil)-N4-(2-cianobenzofuran-5-il)-5-fluoro-2,4-pirimidindiamina;
- IX-22
- N2-(3-Aminosulfonil-4-iso-propilfenil)-N4-(2-cianobenzofuran-5-il)-5-fluoro-2,4-pirimidindiamina;
- IX-23
- N4-[4-(1-Acetil-4-piperizinil)carbonilfenil]-N2-(3-Aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- IX-24
- N4-[4-(1-Acetil-4-piperizinil)carbonilfenil]-N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
34
- Comp.
- nombre
- IX-25
- N4-[4-(1-Acetil-4-piperizinil)carbonilfenil]-5-fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-2,4pirimidindiamina;
- IX-26
- N4-[4-(1-Acetil-4-piperizinil)carbonilfenil]-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- IX-27
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(4-metilpiperazin-1-ilcarbonil)fenil]-2,4-pirimidindiamina;
- IX-28
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-metilpiperazin-1-ilcarbonil)fenil]-2,4-pirimidindiamina;
- IX-29
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-metanosulfonil-4-piperizinil)carbonilfenil]-2,4-pirimidindiamina;
- IX-30
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(1-metanosulfonil-4-piperizinil)carbonilfenil]-2,4pirimidindiamina;
- IX-31
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-5-fluoro-N4-[4-(1-metanosulfonil-4piperizinil)carbonilfenil]-2,4-pirimidindiamina;
- IX-32
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-metanosulfonil-4-piperazinil)carbonilfenil]-2,4-pirimidindiamina;
- IX-33
- 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-5-fluoro-N4-[4-(4-tiomorfolino)carbonilfenil]-2,4pirimidindiamina;
- IX-34
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-tiomorfolinil)carbonilfenil]-2,4-pirimidindiamina;
- IX-35
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(4-tiomorfolinil)carbonilfenil]-2,4-pirimidindiamina;
- IX-36
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-tiomorfolinil)carbonilfenil]-2,4-pirimidindiamina;
- IX-37
- N2-(3-Aminosulfonilfenil)-N4-[4-(1,1-dioxo-4-tiomorfolinil)carbonilfenil]-5-fluoro-2,4-pirimidindiamina;
- IX-38
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(1,1-dioxo-4-tiomorfolinil)carbonilfenil]-5-fluoro-2,4-pirimidindiamina;
- IX-39
- N4-[4-(1,1-dioxo-4-tiomorfolinil)carbonilfenil]-5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-2,4pirimidindiamina;
- IX-40
- N2-(4-Aminosulfonilfenil)-N4-[4-(1,1-dioxo-4-tiomorfolinil)carbonilfenil]-5-fluoro-2,4-pirimidindiamina;
- IX-41
- N4-(4-Acetiltiometilcarbonilfenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- IX-42
- N4-(4-Acetiltiometilcarbonilfenil)-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina;
- IX-43
- N4-(4-Acetiltiometilcarbonilfenil)-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina;
- IX-44
- N2-(4-Aminosulfonilfenil)-N4-[3,5-dimetil-4-(4-metilpiperazin-1-il]fenil)-5-fluoro-2,4-pirimidindiamina;
- IX-45
- N2-(3-Aminosulfonil-4-metilfenil)-N4-[(4R)-1-(2-cianoacetil)-pirrolidin-4-il)-5-fluoro-2,4-pirimidindiamina
- IX-46
- N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(5-metoxicarbonil-tiofeno-2-il)-2,4-pirimidindiamina
- IX-47
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(5-metoxicarbonil-tiofeno-2-il)-2,4-pirimidindiamina
- IX-48
- N2-(3-Aminosulfonil-4-fluorofenil)-5-fluoro-N4-(5-metoxicarbonil-tiofeno-2-il)-2,4-pirimidindiamina
- IX-49
- N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(5-metoxicarbonil-tiofeno-2-il)-2,4-pirimidindiamina
- IX-54
- 5-Fluoro-N2-[3-N-(metil)aminosulfonil-4-metilfenil]-N4-[4-(2-piridinil)-3-clorometilenooxifenil]-2,4pirimidindiamina;
- X-1
- 6-carbonilmetoxi-N4-(3,4-diclorofenil)-N2-(3-N,N-dietilaminosulfonil-6-metoxifenil)-2,4-pirimidindiamina;
- X-2
- 6-carbonilmetoxi-(3-N,N-dietilaminosulfonil-6-metoxifenil)-N4-[3-oxo-benz[1,4]oxazin-6-il]-2,4pirimidindiamina; y
- X-3
- N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(2-metilindol-6-ilmetileno)-2,4-pirimidindiamina.
En otra realización, la presente invención proporciona un método para inhibir una actividad de una quinasa JAK, que comprende poner en contacto in vitro un quinasa JAK3 con una cantidad de un compuesto eficaz para inhibir una actividad de la quinasa JAK en el que el compuesto se selecciona entre los compuestos de la presente invención, tal
5 como se describe en el presente documento.
En otra realización, la presente invención proporciona un compuesto de la invención para su uso en un método de tratar una enfermedad autoinmunitaria mediada por linfocitos T, que comprende administrar a un paciente que padece este tipo de enfermedad autoinmunitaria una cantidad de un compuesto eficaz para tratar la enfermedad
10 autoinmunitaria.
En otra realización adicional más, la presente invención proporciona un compuesto de la invención para su uso en un método de tratar una enfermedad autoinmunitaria mediada por linfocitos T, que comprende administrar a un paciente que padece dicha enfermedad autoinmunitaria una cantidad de un compuesto eficaz para tratar la
15 enfermedad autoinmunitaria en el que el compuesto se administra en combinación, o junto con, un compuesto que inhibe la quinasa Syk con una CI50 en el intervalo de 10 µM o menos.
En otra realización, la presente invención proporciona un compuesto de la invención para su uso en un método para tratar o prevenir el rechazo de un trasplante de aloinjerto en el receptor del trasplante, que comprende administrar al 20 receptor del trasplante una cantidad de un compuesto eficaz para tratar o prevenir el rechazo. El rechazo puede ser rechazo agudo o rechazo crónico. El rechazo también puede estar mediado por HVGR o GVHR. En ciertas realizaciones, el trasplante de aloinjerto se selecciona entre un riñón, un corazón, un hígado y un pulmón. El compuesto, opcionalmente, se puede administrar junto con, o además de, un inmunosupresor. En algunas realizaciones preferidas, el inmunosupresor se selecciona entre ciclosporina, tacrolimus, sirolimus, un inhibidor de
25 IMPDH, micofenolato, micofenolato de mofetilo, un anticuerpo dirigido contra linfocitos T y OKT3.
35
- TABLA IV
- N.º
- R1- (R2)p R X Z (R3)q SO2NR4R5
- IV-1
- 3-(oxazol-5-il) - H F C - 3-SO2NH2
- IV-2
- 3-(oxazol-5-il) - H F C 4-Me 3-SO2NH2
- IV-3
- 3-(oxazol-5-il) - H F C - 4-SO2NH2
- IV-4
- 3-(oxazol-5-il) - H F C 4-Me 3-SO2NHMe
- IV-5
- 4-(oxazol-5-il) - H F C - 3-SO2NH2
- IV-6
- 4-(oxazol-5-il) - H F C 4-Me 3-SO2NH2
- IV-7
- 4-(oxazol-5-il) - H F C 4-Me 3-SO2NHMe
- IV-8
- 4-(oxazol-5-il) - H F C - 4-SO2NH2
- IV-9
- 4-(N,N-dimetilsulfamoil) - H F C - 3-SO2NH2
- IV-10
- 4-(N,N-dimetilsulfamoil) - H F C 4-Me 3-SO2NH2
- IV-11
- 4-(N-metilsulfamoil) - H F C - 3-SO2NH2
- IV-12
- 4-(N-metilsulfamoil) - H F C 4-Me 3-SO2NH2
65
- TABLA X
- N.º
- Estructura
- X-1
-
imagen59
- X-2
-
imagen60
- X-3
-
imagen61
TABLA XI
- N.º de Reg. CAS
- Estructura
- 845817-97-2
-
imagen62
- 841290-42-4
-
imagen63
- 841290-41-3
-
imagen64
77
- Compuesto
- Ejemplo 41 Ejemplo 42 Ejemplo 43 Ejemplo 44
- I-25
- 0,05582 1,6129 25,3098 8888
- I-26
- 0,03781 0,40073 4,23449 0,42446
- I-27
- 0,06186 0,91443 3,48033 0,53438
- I-28
- 0,06454 0,5598 7777 1,89233
- I-29
- 0,1196 0,50183
- I-30
- 5,43333 3,57085
- I-31
- 4,62505
- I-32
- 0,16136 2,78095 5,49713 1,96749
- I-33
- 0,0965 0,1705 8888 0,89708
- I-34
- 0,06229 0,80566 7777 1,05493
- I-35
- 0,04696 1,1331 8,58425 1,82151
- I-36
- 8,80466 9999
- I-37
- 0,49851 3,68499 5,73717
- I-38
- 6,44228
- I-39
- 0,84081 9,32297
- I-40
- 0,30838 31,0382 3345,23
- 1-41
- 0,03738 10,15
- I-42
- 0,02408 8888
- I-43
- 0,01826 0,18317 36,6502 0,77073
- I-44
- 0,05316 0,34166 9999 5,06833
- I-45
- 0,1036 0,83377 17,0422 3,63512
- I-46
- 0,11322 0,40872 9999 0,75129
- I-47
- 0,12011 0,55068 0,75908
- I-48
- 1,40357
- I-49
- 2,31794 5,55983
- I-50
- 0,37337 25,1264
- I-51
- 0,26268 2,11715 32,1941
- I-52
- 0,15228 5,30087 9999 68,6571
- I-53
- 0,23595 12,2055
- I-54
- 0,27682 7,15982
- I-55
- 9999
- I-56
- 0,10355 0,2618 4,97271 0,42424
- I-57
- 0,02161 0,05314 9999 0,13971
- I-58
- 0,00505 0,01925 0,73026 0,06599
- I-59
- 0,00655 0,02487 0,94741 0,05766
- I-60
- 0,10288 2,17439 7,89243 0,84765
- I-61
- 0,04586 0,12299 8888 0,42748
- I-62
- 0,10056 0,37599 3,52859 0,73487
- I-63
- 0,16924 1,31421 34,3138 0,69103
- I-64
- 0,11281 1,87772 5,16607 1,15237
- I-65
- 0,09651 0,04731 8888 0,31629
- I-66
- 0,10306 0,28704 9999 0,68933
- I-67
- 0,03322 0,15663 4,61611 0,23869
- I-68
- 0,18704 0,48243 4,96049 0,91274
- I-69
- 0,11784 1,02837 5,64408 5000,08
- I-70
- 0,06138 0,57305 3,43038 0,384
- I-71
- 0,06178 0,13591 3,26769 0,32803
- I-72
- 0,05239 0,30295 3,30881 0,57377
- I-73
- 0,11976 0,7281 5,55843 1,06264
- I-74
- 0,24475 1,49815 10,7945 1,75731
- I-75
- 0,19865 3,3 7777 3,1
- I-76
- 0,10102 0,19585 5,13601 1,12224
- I-77
- 0,14716 1,61795
- I-78
- 0,6349 1,2051
- I-79
- 0,4606 1,0611
- I-80
- 0,3649 0,4697
- I-81
- 0,3597 0,9566
- I-82
- 0,2439 1,3819
- I-83
- 0,158 1,7561 14,9
- I-84
- 1,4005
- I-85
- 0,7913
- I-86
- 0,9162
201 202 203 204 205 206 207 208 209 210 211
- Compuesto
- Ejemplo 41 Ejemplo 42 Ejemplo 43 Ejemplo 44
- I-87
- 1,0381
- I-88
- 1,07518
- I-89
- 5,49992 9999
- I-90
- 0,40109 2,19063 6,16341
- I-91
- 2,03142
- I-92
- 0,16624 0,54302 9999 15,59
- I-93
- 0,26489 1,17393 23,774 11,0701
- I-94
- 0,34492 0,56287 5,66845
- I-95
- 0,11825 0,32508 9999 6,3
- I-96
- 0,13177 0,77151 40,8692 3,30063
- I-97
- 0,21244 0,86883 31,0729 27,4081
- I-98
- 0,29451 37,2587 10,9783
- I-99
- 0,06863 0,14752 9999 3,77549
- I-100
- 0,38027 9999 6670,09
- I-101
- 0,32832 51,1576 36,6028
- I-102
- 0,21893 0,21079 43,7663 15,5943
- I-103
- 1,24843 9999
- I-104
- 1,42542 9999
- I-105
- 1,1675 9999
- I-106
- 2,95316
- I-107
- 1,51103
- I-108
- 0,14545 0,14758 9999 3,97385
- I-109
- 0,30527 0,20336 25,9633 9,93933
- I-110
- 0,35788 0,25307 20,584 3,92933
- I-111
- 0,89035 9999
- I-112
- 2,36464 9999
- I-113
- 0,16466 1,6854 9999 13,5121
- I-114
- 0,44754 6,70638 9999 9999
- I-115
- 0,79259 7777
- I-116
- 0,27394 0,97166 9999 4455,33
- I-117
- 0,35266 0,30095 36,4268 14,5685
- I-118
- 0,292 0,55723 2,42563
- I-119
- 0,21095 2,43898 9,67128 11,8985
- I-120
- 0,20071 0,27964 19,9754 4,45634
- I-121
- 0,18382 0,63384 14,5419 2,98512
- I-122
- 0,29151 3,5 9999 15,6681
- I-123
- 0,15927 0,22497 12,8283 2,2221
- I-124
- 0,10241 0,34199 10,373 1,33026
- I-125
- 0,53802
- I-126
- 0,35476 0,60989 7,20132
- I-127
- 0,2333 0,50965 2,5105
- I-128
- 0,87135
- I-129
- 0,61228
- I-130
- 0,60114 1,73251
- I-131
- 0,26226 3,78086 2,99277
- I-132
- 0,35129 0,46431 2,71959
- I-133
- 0,23656 1,34872 9999
- I-134
- 0,17762 0,50998 9999 3,23999
- I-135
- 0,11208 0,10418 3,24251 1,82933
- I-136
- 0,13205 0,19642 8,11382 1,64002
- I-137
- 0,38672 1,09918 9999 29,5795
- I-138
- 0,4607 0,22286 91,4861 9,46799
- I-139
- 0,37466 0,24038 11,5578 3,26019
- I-140
- 0,38751
- I-141
- 0,1625 0,66903 15,6032
- I-142
- 0,15485 0,85438 9999
- I-143
- 1,19256
- I-144
- 1,00541
- I-145
- 0,54156 0,3493
- I-146
- 0,36436 7777 9999
- I-147
- 0,07985 0,17442 7777 9999
- I-148
- 0,06117 0,24003 9999 9999
- Compuesto
- Ejemplo 41 Ejemplo 42 Ejemplo 43 Ejemplo 44
- I-149
- 0,1613 0,19724 14,7293
- I-150
- 0,06569 0,06806 7777 10,5387
- I-151
- 0,06185 0,07829 9999 8888
- I-152
- 0,30174 1,5412
- I-153
- 0,11405 0,33375 9999
- I-154
- 0,27631 0,9925 9999
- I-155
- 0,11775 0,09932 9999 65,0584
- I-156
- 0,06549 0,14151 9999 2,62254
- I-157
- 0,24574 1,8906 9999
- I-158
- 0,2967 0,44535 1,38012
- I-159
- 0,33805 0,53944 1,63449
- I-160
- 0,13042 0,2484 0,92282
- I-161
- 0,31398 2,41123
- I-162
- 0,05105 0,13566 9999 0,59381
- I-163
- 0,17656 0,4391 1,40511
- I-164
- 9999
- I-165
- 0,24517 0,44644 1,63555
- I-166
- 0,61646
- I-167
- 0,14175 7777
- I-168
- 0,15437 1,17511 9999
- I-169
- 0,0546 0,1373 8888
- I-170
- 0,4507
- I-171
- 0,11717 0,41497
- I-172
- 0,04734 0,2771 38,674 1,09663
- I-173
- 0,11513 0,907 9999 15,5343
- I-174
- 0,11681 1,23383 8888
- I-175
- 0,14696 3,0806 9999
- I-176
- 0,25875 1,69038
- I-177
- 8888 0,5
- I-178
- 0,0235 0,0293 0,11756
- I-179
- 0,02427 0,01178 0,11711
- I-180
- 0,0624 0,02868 0,4558
- I-181
- 0,01301
- I-182
- 0,18961 1,12876 8888
- I-183
- 0,24913 1,83159 2,27747
- I-184
- 0,48571 2,57372 6,62465
- I-185
- 0,29773 9999
- I-186
- 0,18828 1,08437 3,53394
- I-187
- 2,91228
- I-188
- 0,0427 0,0642 15,0825 0,50022
- I-189
- 0,13708 0,14331 6,74171 0,50811
- I-190
- 0,14533 0,24207 9,30992 1,5006
- I-191
- 0,13487 0,29228 0,79644
- I-192
- 0,13748 0,15499 0,97787
- I-193
- 0,03822 0,05562 9999
- I-194
- 0,02858 0,09935 5,02722
- I-195
- 0,08263 0,12705 9999 9999
- I-196
- 0,12446 0,13926 9999 0,75397
- I-197
- 0,13477 0,32885 1,2782
- I-198
- 0,10154 0,46016 9999 0,80536
- I-199
- 0,23967 3,02692 2,68752
- I-200
- 9999
- I-201
- 9999
- I-202
- 3,075
- I-203
- 0,26472 0,68359 5,77164 3,1332
- I-204
- 0,25571 1,6463 3,92821
- I-205
- 0,31543 1,8632 9,4856 3341,09
- I-206
- 0,72572
- I-207
- 8888
- I-208
- 1,39961
- I-209
- 0,58003 4,46766 2,96679 9999
- I-210
- 0,86614
- Compuesto
- Ejemplo 41 Ejemplo 42 Ejemplo 43 Ejemplo 44
- I-211
- 1,05253
- I-212
- 0,75778
- I-213
- 11,4811
- I-214
- 0,14442 1,32831 1,30455
- I-215
- 0,97626
- I-216
- 0,20482 0,49337 1,56836
- I-217
- 0,02498 0,21692 36,591 0,4785
- I-218
- 0,07262 0,11588 3,26785 0,43399
- I-219
- 0,03162 0,12305 7,16246 0,58776
- I-220
- 0,12138 1,06662 7777 8888
- I-221
- 0,34372 2,68161 4,43571
- I-222
- 0,03308 0,58244 9999 0,84
- I-223
- 0,08803 0,62525 9,08836 1,20989
- I-224
- 0,03615 0,19417 11,324 0,4936
- I-225
- 0,69987
- I-226
- 0,49797
- I-227
- 1,48242
- I-228
- 3,80514
- I-229
- 3,75639
- I-230
- 0,08426 0,06925 10,477 0,46548
- I-231
- 0,09468 0,29003 9999 8,40421
- I-232
- 1,42979
- I-233
- 0,14834 0,37693 9999 1,74874
- I-234
- 0,10247 1,00762 8,15676 2,01923
- I-235
- 0,17818 0,4695 9999 2,55555
- I-236
- 1,98037
- I-237
- 0,14699 2,04005 9999 3,57746
- I-238
- 0,16477 0,45567 9999 1,12717
- I-239
- 0,23965 9999 7,05758
- I-240
- 0,20499 5,25922 8888
- I-241
- 0,26564 0,44243 2,87423
- I-242
- 0,52009
- I-243
- 0,91747
- I-244
- 0,28501 1,40668 14,7078 3,11959
- I-245
- 0,20153 1,74332 16,6871 4,1888
- I-246
- 0,10624 0,18232 8,87569 0,87257
- I-247
- 0,225 0,1187 11,115 1,0767
- I-248
- 0,38838 0,13774 2,65851
- I-249
- 0,51223 11,0003
- I-250
- 0,67255
- I-251
- 0,16719 0,15516 34,8518 1,09204
- I-252
- 0,0906 0,55777 74,2104 2,46619
- I-253
- 0,12662 2,56423
- I-254
- 0,15452 1,91498 8,95614 1,82459
- I-255
- 0,25614 2,86397 39,3342 5,52062
- I-256
- 0,28206 38,2034 9999 15,9307
- I-257
- 0,14527 0,10222 3,07682 0,95888
- I-258
- 0,02798 0,05539 9999 0,3241
- I-259
- 0,02793 0,06575 7,50745 0,3147
- I-260
- 0,09477 0,22271 8,44012 0,98515
- I-261
- 5031,28
- I-262
- 0,07832 0,16396 3,67509 1,04486
- I-263
- 0,12368 0,06443 0,66548
- I-264
- 0,59917 14,9995
- I-265
- 0,04232 0,0397 4,08382 0,41479
- I-266
- 0,08513 0,20071 9999 0,824
- I-267
- 0,32828 2,01965 5,06578
- I-268
- 0,06074 0,13983 5,0785 0,21895
- I-269
- 0,91657
- I-270
- 0,77962
- I-271
- 9999
- I-272
- 0,78775
- Compuesto
- Ejemplo 41 Ejemplo 42 Ejemplo 43 Ejemplo 44
- I-273
- 0,47773 0,19296 12,8791 5,10428
- I-274
- 1,17189
- I-275
- 0,22313 0,57744 9999 1,9
- I-276
- 0,13508 0,10582 8,0902 0,8217
- I-277
- 0,15065 0,09153 6,91127 1,47355
- I-278
- 0,19343 0,41215 11,0338 2,26901
- I-279
- 0,12274 0,16744 9999 0,9178
- I-280
- 0,14472 0,9783 1,45628
- I-281
- 0,09321 0,09036 9999 0,97459
- I-282
- 0,33926 0,69745 3,10495
- I-283
- 0,51821 0,3617 2,94063
- I-284
- 0,13587 0,42105 1,54787
- I-285
- 0,13257 0,31358 1,485
- II-1
- 0,18176 1,13989 8,32597
- II-2
- 0,24439 1,51926 4,59317
- II-3
- 0,08404 0,91766 11,921 6,50431
- II-4
- 0,31643 2,37109 3,51083
- II-5
- 2,20619
- II-6
- 0,11067 1,2178 6,38785
- II-7
- 0,14372 0,52156 1,62567
- II-8
- 0,03878 0,56414 9999
- II-9
- 0,23159 1,31747 2,7171
- II-10
- 0,36923 0,8756 1,39632
- II-11
- 0,10669 0,19762 0,91162
- II-12
- 0,05626 0,40891 5,52004 1,19102
- II-13
- 0,32334
- II-14
- 0,04685 0,57852
- II-15
- 0,98189 1,10065
- II-16
- 18,3048 3,71528
- II-17
- 21,2024 8,20964
- II-18
- 2,04279 3,30797
- II-19
- 0,39546 8888 9999
- II-20
- 0,42846 0,96892 11,5294
- II-21
- 0,69755 1,76163 41,7481
- II-22
- 0,85847 7,48812
- III-1
- 0,15102 0,54475 1,11685
- III-2
- 0,22374 3,43534 6,71592
- III-3
- 0,53624
- III-4
- 0,01872 0,17102 8,36734 1,71666
- III-5
- 4,9773 9999
- III-6
- 0,78109 30,674
- III-7
- 0,0851 0,19544 12,3228 1,08953
- III-8
- 0,13823 0,92083 14,4636 2,2522
- III-9
- 0,21457 1,80396 23,6063 6,98319
- III-10
- 0,22461 0,92188 9999 3,52348
- III-11
- 0,0642 0,04604 2,24405 0,16825
- III-12
- 0,07001 0,10746 3,51838 0,32092
- III-13
- 0,2953 0,70092
- III-14
- 0,13985 0,05263 3,60147 0,58483
- III-15
- 0,07596 0,10691 4,65521 0,55294
- III-16
- 0,2733 0,34222 7,23576 1,79675
- III-17
- 0,05674 0,1974 0,78205
- III-18
- 0,03659 0,13567 0,54387
- III-19
- 0,07229 0,17392 21,8899 0,05559
- III-20
- 0,04299 0,76298 6,63588 3,33323
- III-21
- 0,0303 0,11378 0,33867
- III-22
- 0,04545 0,07611 8888 0,44428
- III-23
- 0,39727
- III-24
- 0,25751 1,62056
- III-25
- 0,27162 1,25963
- III-26
- 0,16196 0,58276
- III-27
- 0,05834 0,11898 7777 0,25737
- Compuesto
- Ejemplo 41 Ejemplo 42 Ejemplo 43 Ejemplo 44
- III-28
- 3,74795 17,4221
- III-29
- 3,63333 12,3622 9999
- III-30
- 0,06455 0,31911 9999
- III-31
- 0,09536 0,32762 1,70465
- III-32
- 4,40366 3,31651 9999
- III-33
- 1,68071 0,85213
- III-34
- 0,47276 0,38085
- III-35
- 1,0814
- III-36
- 0,3944 0,3819
- III-37
- 0,2997 0,834
- III-38
- 0,1976 1,127
- III-39
- 0,1171 0,1297 4,15 1,435
- III-40
- 0,1341 0,2286 1,116
- III-41
- 1,0134
- III-42
- 0,2936 0,6406
- III-43
- 0,2705 0,8975
- III-44
- 1,43012
- III-45
- 0,29277 0,38431
- III-46
- 0,21144 1,05234
- III-47
- 0,21084 0,36642 9999
- III-48
- 0,20373 0,21773 9999
- III-49
- 0,17801
- III-50
- 0,30572 1,96867
- III-51
- 1,00749
- III-52
- 0,18299 1,20459
- III-53
- 0,0977 0,28629 1,13155
- III-54
- 0,13522 0,13989 9999 1,59326
- III-55
- 0,14436 0,97312
- III-56
- 0,19581 0,49929
- III-57
- 0,05356 0,16996 55,5368 0,83776
- III-58
- 0,15671 1,25684
- III-59
- 0,14965 0,45792
- III-60
- 0,13462 0,17751 25,5295 1,01469
- III-61
- 0,25873 1,08295
- III-62
- 0,1715 0,699
- III-63
- 0,3153 1,8768
- III-64
- 0,4473 5,9565
- III-65
- 0,209 0,9359
- III-66
- 0,14152 1,15034 0,96668
- III-67
- 0,34745 3,05467
- III-68
- 3,23069
- III-69
- 3,31825
- III-70
- 0,06446 0,16921 9999 1,64984
- III-71
- 0,09785 0,36848 8,25586 1,70255
- III-72
- 1,95167
- III-73
- 0,13087 0,43435
- III-74
- 0,09524 0,17541 9999 0,93514
- III-75
- 0,16969 0,22009 10,0944 1,77125
- III-76
- 0,1042 0,1348 0,447
- III-77
- 0,1774 0,2095 0,681
- III-78
- 0,2754 0,2041 7777 22,9
- III-79
- 0,16853 0,96749
- III-80
- 3,15582 0,84435
- III-81
- 0,18003 0,20392 48,3461 3,42825
- III-82
- 0,12695 0,15998 24,1674 2,27381
- III-83
- 0,09874 0,09622 9999 1,35976
- III-84
- 0,4428 1,8956
- III-85
- 0,07272 0,12242 9999 3,62044
- III-86
- 0,0976 0,09394 9999 6,44528
- III-87
- 0,14099 0,14172 76,2393 2,94666
- III-88
- 0,14065 0,16557 10,6231 2,03999
- III-89
- 0,11498
- Compuesto
- Ejemplo 41 Ejemplo 42 Ejemplo 43 Ejemplo 44
- III-90
- 0,35751 0,46822 2,6323
- III-91
- 0,14274 0,46742
- III-92
- 0,32272 1,89757
- III-93
- 0,17308 0,81891
- III-94
- 0,16161 0,71606
- III-95
- 0,1494 0,37003 29,7109
- III-96
- 3,32588 2,18995
- III-97
- 0,27887 1,02568
- III-98
- 0,11654 0,45747
- III-99
- 1,03465 2,17142
- III-100
- 0,16233 0,19656 1,9107
- III-101
- 0,2401 0,4464
- III-102
- 0,30171 0,48559
- III-103
- 0,23001 1,05998 2,42638
- III-104
- 0,24173 1,19132 2,1621
- III-105
- 1,27754
- III-106
- 0,04277 0,07508 5,89649 0,49188
- III-107
- 0,21914 0,5404 1,52384
- III-108
- 0,18343 1,21503 1,50897
- III-109
- 0,14312 0,25198 0,53111
- III-110
- 0,24698 0,99788 13,5631
- III-111
- 0,32121 0,92557 5,34359
- III-112
- 2,47605
- III-113
- 1,0305 0,345
- III-114
- 2,6833
- III-115
- 1,6524
- III-116
- 0,19663 3,94714 7777
- III-117
- 0,39696
- III-118
- 0,62434 2,29421
- III-119
- 1,29867
- III-120
- 0,65536 0,5542
- III-121
- 0,57495 1,0202
- III-122
- 0,53873
- III-123
- 0,17252 1,38789
- III-124
- 0,29523
- III-125
- 0,8356
- III-126
- 0,1972 0,4701
- III-127
- 0,1982 0,6123
- III-128
- 0,14513 0,13942 28,0649 1,43941
- III-129
- 0,17355 0,1799 31,2977 1,187
- IV-1
- 0,07356 0,28652 0,27169
- IV-2
- 0,08002 0,36242 0,70488
- IV-3
- 0,09325
- IV-4
- 0,15095 0,3032 2,42396
- IV-5
- 0,09767 0,11589 16,0697 0,50367
- IV-6
- 0,10292 0,13159 0,88048
- IV-7
- 0,11241 0,20304 1,23784
- IV-8
- 0,16592 0,62672
- IV-9
- 0,19023 1
- IV-10
- 0,13472 0,71395
- IV-11
- 0,3672
- IV-12
- 0,25666 1,21823
- V-1
- 2,00456 9,77279 9999
- V-2
- 1,17796
- V-3
- 0,66409 13,7306
- V-4
- 0,10843 1,53933 9,24355
- V-5
- 0,69624
- V-6
- 0,02185 0,07083 7777 0,57206
- V-7
- 0,05877 0,12703 5,00173 0,82053
- V-8
- 0,02908 0,22532 5,20729 0,61971
- V-9
- 1,11064
- V-10
- 0,26102 8,26777 2,69871
- Compuesto
- Ejemplo 41 Ejemplo 42 Ejemplo 43 Ejemplo 44
- V-11
- 0,0698 0,79519 8888 1,41593
- V-12
- 0,18817 0,95693 54,0071 3,03787
- V-13
- 0,05289 0,46847 6,86738 1,19717
- V-14
- 0,19711 2,59168 6,84803
- V-15
- 0,17289 9,30756 8888
- V-16
- 8,3722
- VI-1
- 0,20474
- VI-2
- 0,08925 3,57169 9999
- VI-3
- 0,20565 8,79279 9999 9999
- VI-4
- 0,02107 0,2312 9999 9999
- VI-5
- 0,04047 0,71837 8888 1,3851
- VI-6
- 0,03747 1,44938 14,9708 7,70441
- VI-7
- 0,76592
- VI-8
- 2,28135
- VI-9
- 0,05327 0,94453 9,95895 14,5216
- VI-10
- 0,22022 2,39519 24,9026 9999
- VI-11
- 0,25923 4,61735 47,0634 7,13718
- VI-12
- 0,14575 1,3099 9999 8888
- VI-13
- 0,09654 1,34867 8,2263 1,3926
- VI-14
- 0,41325 7777 9,26616
- VI-15
- 0,045 0,46887 0,76722
- VI-16
- 0,25935 3,91458 8888
- VI-17
- 0,04344 0,2436 6,42231 0,45391
- VI-18
- 0,25733 4,36513 6,06278
- VI-19
- 1,02551
- VI-20
- 0,72602
- VI-21
- 11,321
- VI-22
- 0,66268
- VI-23
- 0,59672
- VI-24
- 8,61565
- VI-25
- 9,91092
- VI-26
- 0,04444 0,0289 1,70264 0,257
- VI-27
- 0,07613 3,7609 0,5446
- VI-28
- 0,75443
- VI-29
- 0,04982 0,36201 8888
- VI-30
- 0,01324 0,1702 9999
- VI-31
- 18,2541
- VI-32
- 0,33323 1,65819
- VI-33
- 0,27207 0,66049
- VI-34
- 0,1567 0,8386
- VI-35
- 0,1583 1,2589
- VI-36
- 0,3743 4,4975
- VI-37
- 0,0692 1,0785 12,4
- VI-38
- 0,4143 2,0675
- VI-39
- 0,401 3,139
- VI-40
- 0,2883 1,2369
- VI-41
- 0,3425 6,2401
- VI-42
- 0,4515 6,1678
- VI-43
- 0,7393 6,1404
- VI-44
- 0,4293 7,3093
- VI-45
- 0,1081 1,3279 10,53
- VI-46
- 0,1435 1,2558
- VI-47
- 0,0828 0,2589 9999 0,596
- VI-48
- 0,3153 2,2429
- VI-49
- 0,26786 1,26457 2,09896
- VI-50
- 0,21701 0,94365 1,87806
- VI-51
- 0,15225 0,54688 9999 2,13363
- VI-52
- 0,16844 0,16223 5,91841 1,73898
- VI-53
- 0,05631 0,18115 11,3381 0,56491
- VI-54
- 0,14667 0,96651 31,0319 1,61592
- VI-55
- 0,12204 0,62467 1,36955
- VI-56
- 9,6557
- Compuesto
- Ejemplo 41 Ejemplo 42 Ejemplo 43 Ejemplo 44
- VI-57
- 0,20172 1,18287
- VI-58
- 0,16427 0,72381 9999
- VI-59
- 0,07598 0,33972 4,98157
- VI-60
- 0,08692 0,18673 3,84551 0,40964
- VI-61
- 0,09897 0,18455 3,11335 0,36684
- VI-62
- 3,9717
- VI-63
- 0,15987 0,36325 1,74329
- VI-64
- 5,80304
- VI-65
- 0,09062 0,20944 4,12861 0,9643
- VI-66
- 6,0949
- VI-67
- 0,14725 0,7175
- VI-68
- 0,1016 0,74156 26,8087 1,80963
- VI-69
- 0,19376 1,34478 18,7049
- VI-70
- 0,07056 0,31112 8888 0,65688
- VI-71
- 1,07371
- VI-72
- 0,45477
- VI-73
- 0,25111 2,01413
- VI-74
- 0,09458 0,34829 9999 3,85373
- VI-75
- 0,90444 0,92854
- VI-76
- 0,54911 0,78345
- VI-77
- 9999 43,2745
- VI-78
- 0,16137
- VI-79
- 0,096
- VI-80
- 0,3601
- VI-81
- 3,1748
- VI-82
- 0,21184 1,63499 8888
- VI-83
- 0,11255 0,29326 7,29592 0,53506
- VI-84
- 0,13247 0,51438 4,58337
- VI-85
- 0,12862 0,76235 24,7027
- VI-86
- 0,1531 0,17808 4,43831 0,48745
- VI-87
- 0,5411 1,24269
- VI-88
- 0,21559 1,18558 24,6776
- VI-89
- 0,13188 0,17139 5,75508 2,04395
- VI-90
- 1,075 3,9664
- VI-91
- 0,22118 1,23424 9999
- VI-92
- 0,0835 0,10732 12,9834 1,1583
- VI-93
- 0,10988 0,5602
- VI-94
- 0,9442
- VI-95
- 1,0032
- VI-96
- 0,80335
- VI-97
- 3,00715
- VI-98
- 0,13555 0,9859 9999 9999
- VI-99
- 0,06845 0,6166 9999 9999
- VI-100
- 0,32107 0,07427 9,1817 4,89859
- VI-101
- 0,91914
- VI-102
- 0,18285 0,13496 14,7259 2,7967
- VI-103
- 3,07902
- VI-104
- 1,98452
- VI-105
- 10,2998
- VI-106
- 0,06219 1,19886 9999 9999
- VI-107
- 0,15912 0,07409 8888 0,85644
- VI-108
- 9999
- VI-109
- 0,13553 2,86926 7777 9999
- VI-110
- 0,08364 0,34532 9999 5,46321
- VI-111
- 0,31375 1,09272 3,43245
- VI-112
- 0,15223 0,77009 1,25566
- VI-113
- 0,6995
- VI-114
- 0,2095 2,2419 9999 33,19
- VI-115
- 0,8899
- VI-116
- 0,0311 0,1742 8,101 0,673
- VII-1
- 6,653
- VII-2
- 36,2228
- Compuesto
- Ejemplo 41 Ejemplo 42 Ejemplo 43 Ejemplo 44
- VII-3
- 14,0844 16,5455
- VII-4
- 2,49292 9999
- VII-5
- 4,12527
- VII-6
- 0,10208 1,99812 23,4363 3,6535
- VII-7
- 0,50186 3,91608 9999
- VII-8
- 0,39911 8,63335 7777 7777
- VII-9
- 0,24627 2,71965 17,0751 5,34695
- VII
- 0,86258
- VII-11
- 0,60232
- VII-12
- 0,60208 6,68655 31,7728
- VII-13
- 0,13967 0,38047 7777 1,28577
- VII-14
- 0,10259 0,17683 9,92695 0,87716
- VII-15
- 0,06662 0,12058 13,1417 0,56816
- VII-16
- 0,27544 1,07422 24,3537
- VII-17
- 0,35301 2,09765 6,96416
- VII-18
- 0,22688 0,83852 1,29055
- VII-19
- 0,08753 0,51424 12,53 1,25627
- VII
- 0,28603 0,69758
- VII-21
- 0,54792
- VII-22
- 0,1114 0,1276 9999 0,84875
- VII-23
- 0,12929 0,16124 61,259 0,59644
- VII-24
- 0,62303
- VII-26
- 0,54544 1,20006 9,26107
- VII-27
- 0,41342 2,05177 6,2489
- VII-28
- 0,0367 0,70906 16,5843 8888
- VII-29
- 0,0476 1,46279 30,5071 38,4779
- VII
- 0,0358 0,02682 8,91572 0,70135
- VII-31
- 0,12467 0,17419 9999 7,27828
- VII-32
- 0,1071 0,0321 8888 2,057
- VII-33
- 0,02891 0,01839
- VII-34
- 0,04504 0,02248
- VII-35
- 0,0448 0,0461 8888 0,245
- VII-36
- 0,02945 0,11909 82,8107 1,08605
- VII-38
- 0,06234 0,41674
- VII-39
- 0,77157 0,91901
- VII
- 0,23602 6,48486 9999
- VII-41
- 0,04694 0,26426 9999 9999
- VII-42
- 0,6688 7,28447 45,547
- VII-43
- 0,60291 9999
- VII-44
- 0,03299 0,54552 9,12322 1,22643
- VII-45
- 0,04385 0,28169 4,03246 0,47741
- VII-46
- 0,96115
- VII-47
- 2,67352
- VII-48
- 0,03083 0,3365 9999 0,66
- VII-49
- 0,03778 0,05493 3,06481 0,57652
- VII
- 0,34963 0,85602 4,41963 5,0643
- VII-51
- 0,54109 1,79232 9999
- VII-52
- 47,0815
- VII-53
- 0,16792 0,48379 5,46124
- VII-54
- 0,29487 0,59608 64,6261
- VII-55
- 0,18411 0,59857 1,66866
- VII-56
- 0,18495 1,28469 1,92946
- VII-57
- 0,10717 0,8182 10,6982 0,73524
- VII-58
- 0,13577 0,26518 1,09844
- VII-59
- 0,83147 2,98692
- VII
- 0,06501 0,15195 2,60397 0,56965
- VII-61
- 3333,23 0,14031 2,69156 0,35591
- VII-62
- 0,10412 0,14422 9999 0,49561
- VII-63
- 0,23311 0,30064 6,02744
- VII-64
- 0,36258 3,8097
- VII-65
- 0,38533 3,05525
- VII-66
- 0,36866 2,87032
- Compuesto
- Ejemplo 41 Ejemplo 42 Ejemplo 43 Ejemplo 44
- VII-67
- 0,31467 0,76791
- VII-68
- 0,81157 1,30092
- VII-69
- 0,07673 0,69583 7,50321 0,98982
- VII-70
- 0,06542 0,37513 6,47721 2,76015
- VII-71
- 0,14944 0,56875 5,47023
- VII-72
- 0,08484 0,41516 9,93038 1,18433
- VII-73
- 6,08963 4444,5
- VII-74
- 4,56128 8888
- VII-75
- 0,54401
- VII-76
- 0,67316
- VII-77
- 0,12407 1,78366 3,53562
- VII-78
- 0,08583 0,6825 9999 8888
- VII-79
- 0,20627 3,20167 7777
- VII-80
- 2,03294
- VII-81
- 3,07323
- VII-82
- 0,3126 1,07552 8888
- VII-83
- 0,0775 0,93655 9999
- VIII-1
- 1,58839
- VIII-2
- 0,1777 0,40901 8,54969
- VIII-3
- 0,15335 1,84224 10,0847
- IX-1
- 0,08928 0,58079 4,88106 1,13251
- IX-2
- 0,0795 0,28213 8888 1,76728
- IX-3
- 0,11457
- IX-4
- 0,12037
- IX-5
- 0,02962 0,07382 6,09872 1,84617
- IX-6
- 0,08403 0,53531 36,7836 8888
- IX-7
- 0,10867 0,7509 9999 4,73418
- IX-8
- 0,04643 0,12398 5,24218 0,54254
- IX-9
- 8,87638 5016,37
- IX-10
- 6,40728
- IX-11
- 0,1146 0,21538 7777 2,23698
- IX-12
- 0,09731 0,11725 7777 3,47525
- IX-13
- 0,13847 0,43042 30,2755 1,84616
- IX-14
- 0,05744 0,65645 3,37992 1,08814
- IX-15
- 0,21708 0,15678 7777 5,36404
- IX-16
- 0,20966 0,22281 7777 2,50539
- IX-17
- 0,1084 0,8151 21,95 1,98
- IX-18
- 0,1684 2,4 55,18 6,659
- IX-19
- 0,1179 1,5963 3,368
- IX-20
- 0,12232 1,79208 2,89558
- IX-21
- 0,2709 2,7359
- IX-22
- 0,2953 1,59
- IX-23
- 9,57788
- IX-24
- 6,33149 38,3916
- IX-25
- 6,3071
- IX-26
- 9999
- IX-27
- 1,37969 7,62931
- IX-28
- 1,66076 10,0529
- IX-29
- 3,45769
- IX-30
- 1,93529 6,79992
- IX-31
- 1,4025
- IX-32
- 9999 9999
- IX-33
- 0,52102
- IX-34
- 0,58245 0,57557 3,95135
- IX-35
- 0,45471 0,8665 9999 2,09598
- IX-36
- 1,03601 9999
- IX-37
- 3,70466
- IX-38
- 2,31392
- IX-39
- 1,39641
- IX-40
- 9999 9999
- IX-41
- 0,13318 6,25787 9999
- IX-42
- 0,29236 2,17331 9999
Claims (4)
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imagen1 imagen2 imagen3 imagen4 imagen5 N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-(metilaminocarboniloximetil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-5-fluoro-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina; N4-{4-[2-(Dimetilaminocarboniloxi)etil]fenil}-5-fluoro-N2-(3-propionilaminosulfonilfenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(prop-2-inilamino)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-{4-[bis(prop-2-inil)amino]fenil}-5-fluoro-2,4-pirimidindiamina; N2-[3-Aminosulfonil-4-(1-metilpiperazin-4-il)fenil]-5-fluoro-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-{4-[(prop-2-iniloxi)carbonilaminometil]fenil}-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-{4-[(prop-2-iniloxi)carbonilaminometil]fenil}-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(prop-2-inilaminosulfonil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(prop-2-inilaminosulfonil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-(prop-2-inilaminosulfonil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[3-(prop-2-inilaminosulfonil)fenil]-2,4-pirimidindiamina; N2-(3-aminosulfonil-4-metil)fenil-5-fluoro-N4-(4-tiometilcarbonil)fenil-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(3-ciano-4-fluorofenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(3-ciano-4-metilfenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-fluorofenil)-5-fluoro-N4-(4-hidroxifenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-hidroxifenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-hidroxifenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-5-fluoro-N4-[4-(2-metoxietilenooxi)fenil]-2,4-pirimidindiamina; N2,N4-Bis-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; N2,N4-Bis-(3-aminosulfonil-4-clorofenil)-5-fluoro-2,4-pirimidindiamina; N2-[3-Aminosulfonil-4-(4-metilpiperazin-1-il)fenil]-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[(2S,4R)-1-(2-cianoacetil)-2-metoxicarbonilpirrolidin-4-il)-5-fluoro-2,4pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[(2S,4S)-1-(2-cianoacetil)-2-metoxicarbonilpirrolidin-4-il]-5-fluoro-2,4pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-(1-bencil-4-metilpiperidin-3-il)-5-fluoro-2,4-pirimidindiamina racémica; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-metilpiperidin-3-il)-2,4-pirimidindiamina racémica; N2-(3-Aminosulfonil-4-metilfenil)-N4-(1-cianometilenocarbonil-4-metilpiperidin-3-il)-5-fluoro-2,4-pirimidindiamina racémica; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(2-metoxipirid-5-il)-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(2-amino-3-metoxipirid-6-il)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-N4-(2-amino-3-metoxipirid-6-il)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[2-amino-3-metoxipirid-6-il]-5-fluoro-2,4-pirimidindiamina; N4-(2-Amino-3-metoxipirid-6-il)-N2-[3-(etoxicarbonilmetileno)aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(2,2,4-trimetil-1,1,3-trioxo-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina; N2-(3-Aminosulfonil)fenil-N4-[(N-etilsulfonil)-1,2,3,4-tetrahidroisoquinolin-6-il]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metil)fenil-N4-[(N-etilsulfonil)-1,2,3,4-tetrahidroisoquinolin-6-il]-5-fluoro-2,4pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(1,2,3,4-tetrahidroisoquin-7-il)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[2-(metilaminocarbonil)-1,2,3,4-tetrahidroisoquin-7-il]-2,4pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[2-(dimetilaminocarbonil)-1,2,3,4-tetrahidroisoquin-7-il]-2,4pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[1-(metilaminocarbonil)-1,2,3,4-tetrahidroquin-6-il]-2,4pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[1-(metilaminocarbonil)-1,2,3,4-tetrahidroquin-6-il]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[3,4-dihidro-(1H)-quinolin-2-ona-6-il]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[1-(3-metoxipropil)indazolin-5-il]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[1-(2-metoxietil)indazolin-5-il]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[2-(N,N-dimetilaminocarbonil)-2,3-dihidrobenzofuran-5-il]-5-fluoro-2,4pirimidindiamina racémica; N2-(3-Aminosulfonil-4-clorofenil)-N4-[2-(N,N-dimetilaminocarbonil)-2,3-dihidrobenzofuran-5-il]-5-fluoro-2,4pirimidindiamina racémica; N2-(3-Aminosulfonilfenil)-N4-(croman-4-amina-6-il)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-metil-N4-(3-oxo-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-metil-N4-(3-oxo-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-metil-N4-(4-metil-3-oxo-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-metil-N4-(4-metil-3-oxo-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(3-oxo-4-cianometil-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metoxi-5-metilfenil)-N4-(2,2-difluoro-4H-benz[1,4]oxazin-3-on-6-il)-5-fluoro-2,4pirimidindiamina; 5-Amino-N2-(3-amionsulfonilfenil)-N4-(2,2-dimetil-3-oxo-4H-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-metil-3-oxo-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-[2,2,4-trimetil-3-oxo-5-pirid[1,4]oxazin-7-il]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metil-fenil)-5-fluoro-N4-(3-oxo-4H-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina;imagen6 imagen7 imagen8 imagen9 N2-(3-Aminosulfonil-4-metil-fenil)-N4-(4-cloro-3-trifluorometilfenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metoxi-5-metilfenil)-N4-(4-cloro-3-trifluorometil-fenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-iso-propilfenil)-N4-(3-cloro-4-metoxi-fenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-trifluorometilmetilenooxifenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-trifluorometilmetilenooxifenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-trifluorometilfenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-trifluorometilfenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-hidroximetilfenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-(4-vinilfenil)-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-metil-4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[3-cloro-4-(prop-2-iniloxi)fenil]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-fluoro-4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-[4-(but-2-iniloxi)fenil]-5-fluoro-2,4-pirimidindiamina; N2-[3-propionilaminosulfonil-4-metilfenil]-5-fluoro-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina; N2-[3-Aminosulfonil-4-(2-propil)fenil]-5-fluoro-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina; Sal sódica de N4-{4-[2-(dimetilaminocarboniloxi)etil]fenil}-5-fluoro-N2-(3-propionilaminosulfonilfenil)-2,4pirimidindiamina; 5-Fluoro-N2-(4-metil-3-metilaminosulfonilfenil)-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina; 5-Fluoro-N2-{[4-metil-3-((1-metilpiperidin-4-il)aminosulfonil)]fenil}-N4-{4-[2-(aminocarbonilamino)etil]fenil}-N2-(3aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina; N4-{4-[2-(Aminocarbonilamino)etil]fenil}-N2-(3-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; 5-Fluoro-N2-[3-(prop-2-inilaminosulfonil)fenil]-N4-[4-(prop-2-iniloxi)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-fluoropropil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(3-fluoropropil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-hidroxipropil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(3-hidroxipropil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-hidroxibutil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(4-hidroxibutil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-fluorobutil)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(4-fluorobutil)fenil]-2,4-pirimidindiamina; N2-(3-Butilaminosulfonilfenil)-N4-(3-ciano-4-metilfenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Butilaminosulfonilfenil)-N4-(3-cloro-4-fluorofenil)5-fluoro-2,4-pirimidindiamina; N4-[4(2-Cianoetil)-3-metilfenil]-5-fluoro-N2-(4-metil-3-propionilaminosulfonilfenil)-2,4-pirimidindiamina; Sal sódica de N4-[4-(2-cianoetil)-3-metilfenil]-5-fluoro-N2-(4-metil-3-propionilaminosulfonilfenil)-2,4pirimidindiamina; N4-(3,4-diclorofenil)-N4-metil-5-fluoro-N2-[3-(N,N-dietil)aminosulfonil-4-metoxifenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-(4-metoxi-3-clorofenil]-2,4-pirimidindiamina; N4-(3-cloro-4-metoxifenil)-N2-(3-N,N-dietilaminosulfonil-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(3,4-diclorofenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(2-metoxietilenooxi)fenil]-2,4-pirimidindiamina; N2,N4-Bis-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina. - 6. Un compuesto seleccionado del grupo que consiste en:N2-(4-Aminosulfonilfenil)-N4-(3-cianometoxi-4,5-dimetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonil)fenil-N4-(3-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina; N4-(3-Cianometoxi)fenil-5-fluoro-N2-[4-(4-metilpiperazin-1-il)sulfonil]fenil-2,4-pirimidindiamina; N2-(4-Aminosulfonil-3-metoxi)fenil-N4-(3-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonil)fenil-N4-(4-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina; N4-(4-Cianometoxi)fenil-5-fluoro-N2-[4-(4-metilpiperazin-1-il)sulfonil]fenil-2,4-pirimidindiamina; N2-(4-Aminosulfonil)fenil-N4-(4-cianometoxi-3-metil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonil)fenil-N4-(4-cianometoxi-3,5-dimetil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonil-3-metoxifenil)-N4-(4-cianometoxi)fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonil-3-metoxi)fenil-N4-(4-cianometoxi-3-metil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonil-3-metoxi)fenil-N4-(4-cianometoxi-3,5-dimetil)fenil-5-fluoro-2,4-pirimidindiamina; N4-(4-Cianometoxi-3,5-dimetilfenil)-5-fluoro-N2-[4-(4-metilpiperazin-1-il)sulfonilfenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(3-cloro-4-cianometoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(4-cianometoxi-3-fluorofenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(4-cianometoxi-3-metoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-[4-cianometoxi-3-(1-cianometilpirazol-3-il)fenil]-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilpirid-4-il)-N4-(4-cianometoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(4-cianometoxifenil-5)-metil-2,4-pirimidindiamina; N2-(4-Aminosulfonil)fenil-N4-[4-(1-ciano)etoxi-3-metil]fenil-5-fluoro-2,4-pirimidindiamina racémica; N2-(4-Aminosulfonil)fenil-N4-[4-(1-ciano)etoxi-3,5-dimetil]fenil-5-fluoro-2,4-pirimidindiamina racémica; N2-(4-Aminosulfonil-3-metoxi)fenil-N4-[4-(1-ciano)etoxi-3-metil]fenil-5-fluoro-2,4-pirimidindiamina racémica; N2-(4-Aminosulfonil)fenil-N4-[4-(1-ciano)etoxi]fenil-5-fluoro-2,4-pirimidindiamina racémica; N2-(4-Aminosulfonil-3-metoxi)fenil-N4-[4-(1-ciano)etoxi]fenil-5-fluoro-2,4-pirimidindiamina racémica; N2-(4-Aminosulfonil)fenil-N4-[4-(1-ciano-1-metil)etoxi]fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonil-3-metoxi)fenil-N4-[4-(1-ciano-1-metil)etoxi]fenil-5-fluoro-2,4-pirimidindiamina; N4-(3-Aminocarbonilmetoxi)fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina; N4-(4-Aminocarbonilmetoxi-3-clorofenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; N4-(4-Aminocarbonilmetoxi-3-fluorofenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; N4-(4-Aminocarbonilmetoxi-3-metoxifenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; N4-(4-Aminocarbonilmetoxifenil)-N2-(4-aminosulfonilfenil)-5-metil-2,4-pirimidindiamina; N4-(4-Aminocarbonilmetoxi-3-metil)fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina; N4-(4-Aminocarbonilmetoxi-3,5-dimetil)fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina; N4-(4-Aminocarbonilmetoxi)fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina; N4-[4-(1-Aminocarbonil)etoxi]fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina racémica; N4-[4-(1-Aminocarbonil)etoxi-3-metil]fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina racémica; N4-[4-(1-Aminocarbonil)etoxi-3,5-dimetil]fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina racémica; N4-[4-(1-Aminocarbonil-1-metil)etoxi]fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(3-cloro-4-dimetilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(4-dimetilaminocarbonilmetoxi-3-fluorofenil)-5-metil-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(4-metilaminocarbonilmetoxifenil)-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(3-cloro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(3-fluoro-4-metilaminocarbonilmetoxifenil)-5-metil-2,4-pirimidindiamina; N4-(4-Alilaminocarbonilmetoxifenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilpirid-4-il)-5-fluoro-N4-[4-(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)-3-clorometilenooxifenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)-3-metilmetilenooxifenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-piridinil)-3-fluorometilenooxifenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-metil-N4-[4-(2-piridinil)metilenooxifenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[3-(3-piridinil)metilenooxifenil]-2,4-pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[3-(3-piridinil)metilenooxifenil]-2,4-pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(3-piridinil)metilenooxifenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-morfolinoetiloxi)fenil)-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-metil-3-(2-morfolinocarbonilmetilenooxi)fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-morfolin-4-il-2-oxo-etoxi)fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[3metil-4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4-pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[3-metil-4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(5-metilisoxazol-3-il)metilenooxifenil]-2,4pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[3-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4-pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[3-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(3-metil-1,2,4-oxadiazol-5-il)metilenooxifenil]-2,4pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(4-[3-metil-1,2,4-oxadiazol-5-il]metilenooxifenil)-2,4-pirimidindiamina; 5-Fluoro-N2-(4-N-metilaminosulfonil)-3-metoxifenil-N4-(4-trifluorometoxi-3-clorofenil)-2,4-pirimidindiamina; 5-fluoro-N4-(3-hidroxifenil)-N2-(4-N-metilaminosulfonil)-3-metoxifenil]-2,4-pirimidindiamina; 5-Fluoro-N4-(4-[3-metil-1,2,4-oxadiazol-5-il]metilenooxifenil)-N2-(5-piperidinsulfonilfenil)-2,4-pirimidindiamina; N2-(4-Aminosulfonil)fenil-5-fluoro-N4-[4-(5-metil-1,2,4-oxadiazol-3-il)metoxi]fenil-2,4-pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(2-metiltiazol-4-il)metilenooxifenil]-2,4pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-metiltiazol-4-il)metilenooxifenil]-2,4-pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-(4-cianometilfenil)-2,4-pirimidindiamina; N2-(4-Aminosulfonil)fenil-N4-(4-cianometil)fenil-5-fluoro-2,4-pirimidindiamina; N4-(4-Cianometil)fenil-5-fluoro-N2-[4-(4-metilpiperazin-1-il)sulfonil]fenil-2,4-pirimidindiamina; N2-(4-Aminosulfonil-3-metoxi)fenil-N4-(4-cianometil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(4-cianoetilenofenil)-5-metil-2,4-pirimidindiamina; N4-(4-Aminocarbonilaminometilfenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-aminosulfonil)fenil-N4-(4-etilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-aminosulfonil)fenil-N4-(3-ciclopropilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-aminosulfonil)fenil-N4-(4-ciclopropilcarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina; N4-(4-Acrilamidometilfenil)-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; N4-[4-(2-Aminocarboxiletileno)fenil]-N2-(4-aminosulfonilfenil)-5-fluoro-2,4-pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridinilmetil)fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridinilmetil)fenil]-2,4-pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridinilmetil)fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-piridinil)fenetil]-2,4-pirimidindiamina; N2-[4-(2-N,N-Dietilaminoetil)aminosulfonilfenil)-5-fluoro-N4-[4-(1-imidazolilmetil)fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-imidazolil)fenetil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(2-metil-1-imidazolilmetil)fenil]-2,4-pirimidindiamina; N2-4-Aminosulfonilfenil)-5-fluoro-N4-{4-[1-(1,2,3-triazolil)metil]fenil}-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-{4-[1-(1,2,4-triazolil)metil]fenil}-2,4-pirimidindiamina; N4-(3-Aminocarbonilaminometil)fenil-N2-(4-aminosulfonil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonil)fenil-N4-(3-etilaminocarbonilaminometil)fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(4-etilaminocarbonilaminometilfenil]-5-fluoro-2,4-pirimidindiamina; N2-(4-aminosulfonil)fenil-N4-[4-(2-etilaminocarbonilamino)etil]fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-aminosulfonil)fenil-N4-[4-(N-carbamoil-N-propil)aminometil]fenil-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[3-(1,3-oxazol-5-il)fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(1,3-oxazol-5-il)fenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[3-oxo-4-(2-piridilmetil)-benz[1,4]oxazin-6-il]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[2-metil-3-oxo-4-(4-metoxibencil)-benz[1,4]oxazin-6-il]-2,4-pirimidindiamina racémica; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(3-oxo-4-cianometil-benz[1,4]oxazin-6-il]-2,4-pirimidindiamina; (R/S)-N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[2-metil-3-oxo-4-(4-metoxibencil)-benzo[1,4]tiazin-6-il]-2,4pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(3-oxo-4-cianometil-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina; 5-Fluoro-N4-(3-hidroxifenil)-N2-[4-(N-metil)aminosulfonil-3-metoxifenil]-2,4-pirimidindiamina; N2-(3-Aminosulfonilpirid-4-il)-N4-(3-cloro-4-metoxifenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(prop-2-inilaminosulfonil) fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[3-(prop-2-inilaminosulfonil)fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-fluoropropil)fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(3-hidroxipropil)fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-hidroxibutil)fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(4-fluorobutil)fenil]-2,4-pirimidindiamina; N2-(4-aminosulfonil)fenil-5-fluoro-N4-(4-tiometilcarbonil)fenil-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(4-metoxi-3-clorofenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(3,4-diclorofenil)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(2,2,4-trimetil-1,1,3-trioxo-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina; N2-(4-Aminosulfonil)fenil-N4-[(N-etilsulfonil)-1,2,3,4-tetrahidroisoquinolin-6-il]-5-fluoro-2,4-pirimidindiamina; N4-(3,4-Etilendioxifenil)-5-fluoro-N2-[4-(pirrolidin-1-ilsulfonil)fenil]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(croman-4-amina-6-il)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-metil-N4-(3-oxo-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-metil-N4-(4-metil-3-oxo-benzo[1,4]tiazin-6-il)-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(4-metil-3-oxo-benz[1,4]oxazin-6-il)-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-[2,2,4-trimetil-3-oxo-5-pirid[1,4]oxazin-5-il]-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-cianometil-5-fluoro-N4-[3-oxo-4-metil-benzo[1,4]tiazin-6-il]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-(4-metil-3-oxo-benz[1,4]tiazin-6-il)-2,4-pirimidindiamina; 5-Fluoro-N4-(4-metil-3-oxo-benz[1,4]tiazin-6-il)-N2-(3-piperidinosulfonilfenil)-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-[2,2-dimetil-3-oxo-4H-5-pirid[1,4]oxazin-7-il]-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(4-N-terc-butoxicarbonilamino-3,4-dihidro-2H-1-benzopiran-6-il)-5-fluoro-2,4pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-metilsulfonil)indolin-5-il]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[4-(1-metilsulfonil)indolin-5-il]-2,4-pirimidindiamina; 5-Fluoro-N2-[3-(N-metilaminosulfonil)-4-metilfenil]-N4-[4-(1-metilsulfonil)indolin-5-il]-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-5-fluoro-N4-[4-(1-metilsulfonil)indolin-5-il]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[1-(propin-3-il)indol-5-il]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[1-(propin-3-il)indol-5-il]-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-5-fluoro-N4-[1-(propin-3-il)indol-6-il]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-5-fluoro-N4-[1-(propin-3-il)indol-6-il]-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(1-cianometilenoindol-5-il)-5-fluoro-2,4-pirimidindiamina; N2-(4-Aminosulfonilfenil)-N4-(1-cianometilenoindol-5-il)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-clorofenil)-N4-(1-cianometilenoindol-5-il)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-(1-cianometilenoindol-5-il)-5-fluoro-2,4-pirimidindiamina; N4-[3-(Aminocarbonil)-1H-indol-6-il]-N2-(3-aminosulfonil-4-metilfenil)-5-fluoro-2,4-pirimidindiamina; N4-[3-(Aminocarbonil)-1H-indol-6-il]-N2-(3-aminosulfonil-4-clorofenil)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonil-4-metilfenil)-N4-(3-cianometil-1H-indol-6-il)-5-fluoro-2,4-pirimidindiamina; N2-(3-Aminosulfonilfenil)-N4-(3-cianometil-1H-indol-6-il)-5-fluoro-2,4-pirimidindiamina;
imagen10 -
- 18.
- El compuesto para su uso de acuerdo con la reivindicación 17, en el que el inmunosupresor se selecciona entre ciclosporina, tacrolimus, sirolimus, un inhibidor de IMPDH, micofenolato, micofenolato de mofetilo, un anticuerpo dirigido contra linfocitos T y OKT3.
-
- 19.
- El compuesto para su uso en un método para tratar o prevenir una reacción de hipersensibilidad de Tipo IV de acuerdo con la reivindicación 12, en el que dicho método se realiza de manera profiláctica.
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US706638P | 2005-08-08 | ||
US77663606P | 2006-02-24 | 2006-02-24 | |
US776636P | 2006-02-24 | ||
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